| Date | Time | Type | Home School | Away School | Site |
| MON 7/15 | 4:00 PM | League | Shepaug Valley | | Shepaug Valley High School - Shepaug Valley Middle & High School Cross Country Course |
| TUE 7/16 | 9:00 AM | Practice | Masuk | | Masuk High School - Edmund Butler Track @ Masuk HS |
| MON 8/19 | 12:01 AM | Practice | Joel Barlow | | Joel Barlow High School - JBHS Campus |
| MON 8/19 | 5:30 PM | Practice | Griswold | | Griswold High School - GHS Track |
| MON 8/19 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 8/19 | 6:30 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Valley Middle & High School Cross Country Course |
| MON 8/19 | 8:00 AM | Practice | NFA | | Norwich Free Academy - Track |
| MON 8/19 | 8:30 AM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| MON 8/19 | 9:00 AM | Practice | Danbury | | Danbury High School - Old gym |
| TUE 8/20 | 5:30 PM | Practice | Griswold | | Griswold High School - GHS Track |
| TUE 8/20 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| TUE 8/20 | 6:30 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Valley School |
| TUE 8/20 | 8:00 AM | Practice | NFA | | Norwich Free Academy - Track |
| TUE 8/20 | 8:30 AM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| TUE 8/20 | 9:00 AM | Practice | Danbury | | Danbury High School - Old gym |
| TUE 8/20 | 9:00 AM | Practice | Joel Barlow | | Joel Barlow High School - JBHS Campus |
| WED 8/21 | 3:30 PM | Practice | Danbury | | Danbury High School - Old gym |
| WED 8/21 | 5:30 PM | Practice | Griswold | | Griswold High School - GHS Track |
| WED 8/21 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| WED 8/21 | 6:30 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Valley School |
| WED 8/21 | 8:00 AM | Practice | NFA | | Norwich Free Academy - Track |
| WED 8/21 | 8:30 AM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 8/21 | 9:00 AM | Practice | Joel Barlow | | Joel Barlow High School - JBHS Campus |
| THU 8/22 | 4:00 PM | Practice | Danbury | | Danbury High School - Stadium Track |
| THU 8/22 | 5:30 PM | Practice | Griswold | | Griswold High School - GHS Track |
| THU 8/22 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| THU 8/22 | 6:30 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Valley School |
| THU 8/22 | 8:00 AM | Practice | NFA | | Norwich Free Academy - Track |
| THU 8/22 | 8:30 AM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| THU 8/22 | 9:00 AM | Practice | Joel Barlow | | Joel Barlow High School - JBHS Campus |
| FRI 8/23 | 3:00 PM | Practice | Danbury | | Danbury High School - Stadium Track |
| FRI 8/23 | 5:30 PM | Practice | Griswold | | Griswold High School - GHS Track |
| FRI 8/23 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 8/23 | 6:30 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Valley School |
| FRI 8/23 | 8:00 AM | Practice | NFA | | Norwich Free Academy - Track |
| FRI 8/23 | 8:30 AM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 8/23 | 9:00 AM | Practice | Joel Barlow | | Joel Barlow High School - JBHS Campus |
| SAT 8/24 | 8:00 AM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| SAT 8/24 | 8:00 AM | Practice | NFA | | Norwich Free Academy - Track |
| SAT 8/24 | 8:00 AM | Practice | Danbury | | Steep Rock Preserve - Trail |
| SAT 8/24 | 8:30 AM | Practice | Griswold | | Griswold High School - Hopeville State Park |
| MON 8/26 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| MON 8/26 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| MON 8/26 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| MON 8/26 | 3:00 PM | Practice | Danbury | | Danbury High School - Stadium Track |
| MON 8/26 | 3:15 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| MON 8/26 | 4:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| MON 8/26 | 6:00 PM | Scrimmage | Hall | | Hall High School - Stadium (Track) |
| MON 8/26 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 8/26 | 6:30 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Valley School |
| MON 8/26 | 9:00 AM | Practice | Joel Barlow | | Joel Barlow High School - JBHS Campus |
| TUE 8/27 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| TUE 8/27 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| TUE 8/27 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| TUE 8/27 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| TUE 8/27 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| TUE 8/27 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| TUE 8/27 | 3:15 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| TUE 8/27 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| TUE 8/27 | 7:00 PM | Practice | Danbury | | Danbury High School - Stadium Track |
| TUE 8/27 | 9:00 AM | Practice | Joel Barlow | | Joel Barlow High School - JBHS Campus |
| WED 8/28 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| WED 8/28 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - JBHS Campus |
| WED 8/28 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| WED 8/28 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| WED 8/28 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 8/28 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| WED 8/28 | 6:30 PM | Practice | Danbury | | Danbury High School - Old gym |
| WED 8/28 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| THU 8/29 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| THU 8/29 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| THU 8/29 | 2:30 PM | Practice | Griswold | | Griswold High School - Griswold High School |
| THU 8/29 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - JBHS Campus |
| THU 8/29 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| THU 8/29 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 8/29 | 3:00 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| THU 8/29 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| THU 8/29 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 8/30 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| FRI 8/30 | 2:30 PM | Practice | Griswold | | Griswold High School - Griswold High School |
| FRI 8/30 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - JBHS Campus |
| FRI 8/30 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| FRI 8/30 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| FRI 8/30 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 8/30 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| FRI 8/30 | 3:00 PM | Scrimmage | Tolland | Ellington | Tolland High School - Grass Field |
| FRI 8/30 | 4:00 PM | Scrimmage | Cromwell | Berlin, Avon, Granby Memorial, Hale Ray | Cromwell High School - cross country course |
| FRI 8/30 | 5:00 PM | Scrimmage | Pomperaug | | Pomperaug High School - Stadium |
| FRI 8/30 | 6:00 PM | Scrimmage | New Fairfield | Brookfield, Danbury, Immaculate | New Fairfield High School - Track & Field, Cross Country |
| FRI 8/30 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| SAT 8/31 | 8:00 AM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| SAT 8/31 | 8:00 AM | Practice | NFA | | Norwich Free Academy - Track |
| SAT 8/31 | 8:00 AM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| SAT 8/31 | 9:00 AM | Scrimmage | Bristol Eastern | Bristol Central, St. Paul Catholic | Page Park Bristol CT - Cross Country |
| SAT 8/31 | 9:30 AM | Scrimmage | Old Saybrook | Valley Regional, Morgan | Old Saybrook High School - Old Saybrook Campus |
| MON 9/2 | 12:01 AM | Practice | Griswold | | Griswold High School - Griswold High School |
| MON 9/2 | 8:00 AM | Practice | Danbury | | Housatonic Valley Rail Trail Monroe - XC Trail |
| MON 9/2 | 8:00 AM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| TUE 9/3 | 2:30 PM | Practice | Griswold | | Griswold High School - Griswold High School |
| TUE 9/3 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| TUE 9/3 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| TUE 9/3 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| TUE 9/3 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| TUE 9/3 | 3:45 PM | League | Aerospace | Bulkeley, Capital Prep, Achievement First, International, Innovation, Hartford Public, Classical Magnet, University, Weaver, HMTCA, Parish Hill, Comp Sci | Elizabeth Park - Cross Country Course |
| TUE 9/3 | 3:45 PM | League | Ellis Tech | Cheney Tech | Ellis R V Tech School - Track |
| TUE 9/3 | 3:45 PM | League | Wolcott Tech | Abbott Tech | John Minetto State Park - John Minetto State Park |
| TUE 9/3 | 3:45 PM | League | Wright Tech | Kaynor Tech | Scalzi Park - Scalzi Park |
| TUE 9/3 | 4:00 PM | Scrimmage | Thomaston | Terryville, Shepaug Valley, Housatonic Regional, Gilbert, Lakeview, Nonnewaug, Northwestern | Thomaston High School - Black Rock State Park |
| TUE 9/3 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| WED 9/4 | 2:30 PM | Practice | Griswold | | Griswold High School - Griswold High School |
| WED 9/4 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| WED 9/4 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| WED 9/4 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| WED 9/4 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 9/4 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| WED 9/4 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| WED 9/4 | 3:45 PM | Scrimmage | Glastonbury | Hale Ray, Portland, RHAM | JB Williams Park - JB Williams Park |
| WED 9/4 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| THU 9/5 | 2:30 PM | Practice | Griswold | | Griswold High School - Griswold High School |
| THU 9/5 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| THU 9/5 | 2:30 PM | Practice | NFA | | Mohegan Park - Mohegan Park |
| THU 9/5 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| THU 9/5 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 9/5 | 3:00 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| THU 9/5 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| THU 9/5 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 9/6 | 2:30 PM | Practice | Griswold | | Griswold High School - Griswold High School |
| FRI 9/6 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| FRI 9/6 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| FRI 9/6 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| FRI 9/6 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 9/6 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| FRI 9/6 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| FRI 9/6 | 3:45 PM | League | Middletown | | Veterans Memorial Park, Middletown, CT - Veterans Memorial Park, Middletown, CT |
| FRI 9/6 | 4:00 PM | League | Jonathan Law | | Sheehan High School - Sheehan HS Cross Country Course |
| FRI 9/6 | 4:00 PM | Non-League | Sheehan | Lyman Hall, Fairfield Prep | Sheehan High School - Sheehan HS Cross Country Course |
| FRI 9/6 | 6:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| SAT 9/7 | 10:00 AM | League | East Hartford | | university of hartford - university of hartford |
| SAT 9/7 | 12:01 AM | League | North Haven | | Wharton Brook State Park - Wharton Brook State Park |
| SAT 9/7 | 12:01 AM | Non-League | RHAM | | TBA - TBA |
| SAT 9/7 | 12:01 AM | Practice | Griswold | | Griswold High School - Hopeville State Park |
| SAT 9/7 | 8:00 AM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| SAT 9/7 | 8:00 AM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| SAT 9/7 | 9:00 AM | League | Simsbury | | Stratton Brook State Park - Stratton Brook State Park |
| MON 9/9 | 2:30 PM | Practice | Griswold | | Griswold High School - GPS Cross Country Course |
| MON 9/9 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| MON 9/9 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| MON 9/9 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 9/9 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| MON 9/9 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| MON 9/9 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| MON 9/9 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| MON 9/9 | 3:15 PM | League | Windham Tech | Ellis Tech | Windham Technical High School - Mansfield Hollow |
| TUE 9/10 | 3:30 PM | League | Platt Tech | Bullard Havens Tech | Eisenhower Park - Eisenhower |
| TUE 9/10 | 3:30 PM | League | Northwestern | Nonnewaug, Shepaug Valley | Northwestern Regional H.S. - Track |
| TUE 9/10 | 3:45 PM | League | Bloomfield | Newington | Bloomfield High School - Cross Country Course |
| TUE 9/10 | 3:45 PM | League | Crosby | Naugatuck, Wilby, Torrington | Bucks Hill (MONTOE) Park - XC Course |
| TUE 9/10 | 3:45 PM | League | Cheney Tech | Grasso Tech | Cheney Tech. - Wickham Park |
| TUE 9/10 | 3:45 PM | League | Aerospace | Classical Magnet, Hartford Public, Innovation, International, HMTCA, University, Weaver, Comp Sci, Parish Hill, Capital Prep, Bulkeley | Colt Park - Cross Country Course |
| TUE 9/10 | 3:45 PM | League | Avon | Hall, Northwest Catholic | Fisher Meadow Soccer Fields - Avon High School-Fisher Meadows at Avon Old Farms |
| TUE 9/10 | 3:45 PM | League | Gilbert | Thomaston | Gilbert School - Cross Country |
| TUE 9/10 | 3:45 PM | League | Platt | Lewis Mills, Bristol Eastern | Hubbard Park - Tennis courts |
| TUE 9/10 | 3:45 PM | League | Morgan | Old Lyme, Valley Regional, Old Saybrook | Indian River Complex - XC Course |
| TUE 9/10 | 3:45 PM | League | Wolcott Tech | Wright Tech | John Minetto State Park - John Minetto State Park |
| TUE 9/10 | 3:45 PM | League | Norwich Tech | Vinal Tech | Norwich Technical High School - Mohegan Park |
| TUE 9/10 | 3:45 PM | League | Conard | Southington, Farmington | Reservoir Rt. 4 - Reservoir Rt. 4 |
| TUE 9/10 | 3:45 PM | League | RHAM | South Windsor, Tolland | RHAM High School - MS Baseball/Soccer Field |
| TUE 9/10 | 3:45 PM | League | Seymour | Kennedy | Seymour High School - Softball Diamond |
| TUE 9/10 | 3:45 PM | League | Abbott Tech | Wilcox Tech | Wooster Cemetary - Wooster Cemetary |
| TUE 9/10 | 4:00 PM | League | Darien | New Canaan, Trumbull, St. Joseph | Darien High School - DHS Stadium East |
| TUE 9/10 | 4:00 PM | League | Ledyard | Woodstock Academy | Ledyard High School - Ledyard High School Track |
| TUE 9/10 | 4:00 PM | League | Derby | Wolcott, WCA, Oxford | Leo F. Ryan Athletic Complex - DeFilippo Field |
| TUE 9/10 | 4:00 PM | League | Ridgefield | Wilton, Brien McMahon, Danbury | Ridgefield High School - Upper Grass Field |
| TUE 9/10 | 4:00 PM | League | Staples | Norwalk, Fairfield Ludlowe, Greenwich | Staples High School - Staples Stadium |
| TUE 9/10 | 4:00 PM | League | Terryville | Housatonic Regional, Lakeview | Terryville High School - Track |
| TUE 9/10 | 4:00 PM | League | Tourtellotte | Windham | Tourtellotte Memorial High School - West Thompson Dam |
| TUE 9/10 | 4:00 PM | League | Lyman Hall | Jonathan Law, Fairfield Prep, East Haven | Wharton Brook State Park - Wharton Brook State Park |
| TUE 9/10 | 4:00 PM | League | Manchester | Wethersfield, Windsor | Wickham Park - Wickham Park |
| TUE 9/10 | 4:00 PM | Non-League | Portland | Plainville, Hale Ray, East Hampton | Camp Ingersoll - Camp Ingersoll |
| TUE 9/10 | 4:15 PM | League | Westhill | Bridgeport Central, Fairfield Warde, Stamford | Scofield Magnet Middle School - Cross Country Course |
| TUE 9/10 | 4:30 PM | League | Griswold | Stonington, East Lyme | Griswold High School - Hopeville State Park |
| TUE 9/10 | 4:30 PM | League | Fitch | Bacon Academy, NFA | Haley Farm State Park - Haley Farm State Park |
| TUE 9/10 | 4:30 PM | League | Waterford | Killingly | Harkness State Park - Harkness State Park |
| TUE 9/10 | 4:30 PM | League | Holy Cross | St. Paul Catholic, Woodland, Watertown | Holy Cross - Holy Cross |
| TUE 9/10 | 4:30 PM | League | Lyman Memorial | Montville, New London | Lyman Memorial High School - Track |
| TUE 9/10 | 4:30 PM | League | Plainfield | St. Bernard, Putnam | Plainfield High School Athletic Upper Complex - Cross Country Course |
| TUE 9/10 | 5:00 PM | League | Masuk | New Milford, Immaculate, Brookfield | Great Hollow Lake Field - Cross Country Trail |
| TUE 9/10 | 5:00 PM | League | Joel Barlow | Bunnell, Newtown | Joel Barlow High School - Cross Country Course |
| TUE 9/10 | 5:00 PM | League | E.O. Smith | Enfield, East Catholic | Mansfield Hollow State Park - Boys Course |
| TUE 9/10 | 5:00 PM | League | Pomperaug | Kolbe Cathedral, Weston | Settlers Park - Cross Country Course |
| TUE 9/10 | 5:00 PM | League | Stratford | Notre Dame Prep, New Fairfield, Bethel | Wooster Middle School Field - Wooster Middle School Field |
| WED 9/11 | 2:30 PM | Practice | Griswold | | Griswold High School - GPS Cross Country Course |
| WED 9/11 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| WED 9/11 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| WED 9/11 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| WED 9/11 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| WED 9/11 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 9/11 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| WED 9/11 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| WED 9/11 | 3:30 PM | League | Branford | Daniel Hand, Hamden, Shelton | Branford Supply Pond - Branford Supply Pond |
| WED 9/11 | 3:45 PM | League | Kaynor Tech | Prince Tech | Black Rock State Park - Black Rock State Park |
| WED 9/11 | 3:45 PM | League | East Windsor | East Granby | East Windsor Resevoir - East Windsor Resevoir |
| WED 9/11 | 4:00 PM | League | Foran | Amity, Notre Dame-West Haven, North Haven | EISENHOWER PARK - EISENHOWER PARK |
| WED 9/11 | 4:00 PM | League | Xavier | Guilford, Wilbur Cross, Cheshire | Mercy High School - Cross Country Course |
| WED 9/11 | 4:00 PM | League | Sheehan | Career Magnet, West Haven, Hillhouse | Sheehan High School - Sheehan HS Cross Country Course |
| WED 9/11 | 4:00 PM | League | Suffield | Rockville, Somers, Canton | Suffield High School - Bruce Park |
| WED 9/11 | 4:15 PM | League | Granby Memorial | Ellington | Granby Memorial High School - XC Course |
| WED 9/11 | 4:15 PM | League | Stafford | Coventry, Bolton, Windsor Locks | Stafford High School - Track located behind the school |
| THU 9/12 | 2:30 PM | Practice | Griswold | | Griswold High School - GPS Cross Country Course |
| THU 9/12 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| THU 9/12 | 2:30 PM | Practice | NFA | | Mohegan Park - Mohegan Park |
| THU 9/12 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| THU 9/12 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| THU 9/12 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 9/12 | 3:00 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| THU 9/12 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| THU 9/12 | 3:45 PM | League | Vinal Tech | Grasso Tech | Vinal Tech - Vinal CC Course |
| FRI 9/13 | 2:30 PM | Practice | Griswold | | Griswold High School - GPS Cross Country Course |
| FRI 9/13 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| FRI 9/13 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| FRI 9/13 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 9/13 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| FRI 9/13 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 9/13 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| FRI 9/13 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| FRI 9/13 | 3:30 PM | Non-League | South Windsor | Bristol Central, Bristol Eastern, East Windsor, East Hartford, East Catholic, Enfield, Hartford Public, Ellis Tech, Northwest Catholic, Norwich Tech, Lyman Memorial, Windham Tech, Windsor, University, Portland | Nevers Road Park - Nevers Road Park XC Trail |
| SAT 9/14 | 12:01 AM | Non-League | RHAM | | TBA - TBA |
| SAT 9/14 | 12:01 AM | Practice | Griswold | | Griswold High School - Hopeville State Park |
| SAT 9/14 | 8:00 AM | Practice | Danbury | | Brewster Empire Trail - XC Trail |
| SAT 9/14 | 8:00 AM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| SAT 9/14 | 8:00 AM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| SAT 9/14 | 8:30 AM | League | Cromwell | Daniel Hand, Haddam Killingworth | Cromwell High School - cross country course |
| SAT 9/14 | 9:00 AM | League | Wilton | Greenwich, Staples | Allen's Meadow - XC Course |
| SAT 9/14 | 9:00 AM | Non-League | Wilton | Guilford | Allen's Meadow - XC Course |
| SAT 9/14 | 9:00 AM | Tournament | E.O. Smith | | E.O. Smith High School - AWAY - NOT A HOME EVENT |
| MON 9/16 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| MON 9/16 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| MON 9/16 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| MON 9/16 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 9/16 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| MON 9/16 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| MON 9/16 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| MON 9/16 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| TUE 9/17 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| TUE 9/17 | 3:30 PM | League | E.O. Smith | RHAM | Mansfield Hollow State Park - Boys Course |
| TUE 9/17 | 3:30 PM | League | Putnam | Windham, Lyman Memorial | St. Marie Greenhalgh Sports Complex - Nature Trail |
| TUE 9/17 | 3:45 PM | League | Platt Tech | Kaynor Tech | Eisenhower Park - Eisenhower |
| TUE 9/17 | 3:45 PM | League | Amity | Xavier, Jonathan Law, Career Magnet | Fitzgerald Field - Fitzgerald Field |
| TUE 9/17 | 3:45 PM | League | Hamden | Lyman Hall, North Haven, Guilford | Hamden Middle School - Back Field |
| TUE 9/17 | 3:45 PM | League | Naugatuck | Watertown, Derby | Hop Brook Park - Hop Brook Park |
| TUE 9/17 | 3:45 PM | League | Wilcox Tech | Wolcott Tech, Wright Tech | Hubbard Park - Hubbard Park Band Shell |
| TUE 9/17 | 3:45 PM | League | Glastonbury | Northwest Catholic, Conard | JB Williams Park - JB Williams Park |
| TUE 9/17 | 3:45 PM | League | Aerospace | Bulkeley, Capital Prep, Achievement First, International, Innovation, Hartford Public, Classical Magnet, Parish Hill, Comp Sci, Weaver, University, HMTCA | Northwest Park - Cross Country Course |
| TUE 9/17 | 3:45 PM | League | Norwich Tech | Ellis Tech, Cheney Tech | Norwich Technical High School - Mohegan Park |
| TUE 9/17 | 3:45 PM | League | Bristol Eastern | Maloney, Berlin | Page Park Bristol CT - Cross Country |
| TUE 9/17 | 3:45 PM | League | Plainville | Bristol Central, Platt | Plainville Middle School - Cross Country Course |
| TUE 9/17 | 3:45 PM | League | Seymour | WCA, Wilby, Holy Cross | Seymour High School - Softball Diamond |
| TUE 9/17 | 3:45 PM | League | Vinal Tech | Prince Tech | Vinal Tech - Vinal CC Course |
| TUE 9/17 | 3:45 PM | League | New London | Wheeler, Plainfield | Wheeler Middle High School - MHS XC Course |
| TUE 9/17 | 3:45 PM | League | Abbott Tech | Bullard Havens Tech | Wooster Cemetary - Wooster Cemetary |
| TUE 9/17 | 4:00 PM | League | Wilton | Bridgeport Central, Staples, St. Joseph | Allen's Meadow - XC Course |
| TUE 9/17 | 4:00 PM | League | Cheshire | West Haven, Daniel Hand, East Haven | Cheshire Park - Field 1 |
| TUE 9/17 | 4:00 PM | League | Darien | Brien McMahon, Westhill, Norwalk | Darien High School - DHS Stadium East |
| TUE 9/17 | 4:00 PM | League | Fairfield Prep | Foran, Sheehan, Branford | Eisenhower Park - Eisenhower Park |
| TUE 9/17 | 4:00 PM | League | Fitch | Ledyard | Haley Farm State Park - Haley Farm State Park |
| TUE 9/17 | 4:00 PM | League | Hall | Southington, Simsbury | Hall High School - Stadium (Track) |
| TUE 9/17 | 4:00 PM | League | Oxford | Woodland, Crosby | Oxford High School - OHS Wolverine Field (Turf) |
| TUE 9/17 | 4:00 PM | League | Shelton | Wilbur Cross, Notre Dame-West Haven, Hillhouse | Shelton High School - Track |
| TUE 9/17 | 4:00 PM | League | Somers | Granby Memorial, Coventry, East Granby | Somers High School - P&R Fields |
| TUE 9/17 | 4:00 PM | League | Tolland | East Hartford, Enfield | Tolland High School - Grass Field |
| TUE 9/17 | 4:00 PM | League | New Canaan | Fairfield Ludlowe, Stamford, Danbury | Waveny Park - Waveny Park |
| TUE 9/17 | 4:00 PM | League | Wethersfield | Bloomfield, New Britain | Wethersfield Cove Park - Wethersfield Cove Park |
| TUE 9/17 | 4:00 PM | League | Wolcott | Kennedy, St. Paul Catholic, Torrington | Wolcott High School - Front of Wolcott High School |
| TUE 9/17 | 4:15 PM | League | Windsor Locks | Rockville, Ellington | Windsor Locks High School - Track |
| TUE 9/17 | 4:30 PM | League | Montville | St. Bernard, Tourtellotte | Montville High School - XC Course |
| TUE 9/17 | 4:30 PM | League | East Lyme | Woodstock Academy, Stonington | Rocky Neck State Park - Rocky Neck State Park |
| TUE 9/17 | 4:30 PM | League | Trumbull | Ridgefield, Fairfield Warde, Greenwich | Trumbull High School - Cross Country Course |
| TUE 9/17 | 4:30 PM | League | Bacon Academy | Waterford | Zagray Farm - Zagray Farm |
| TUE 9/17 | 5:00 PM | League | Bethel | Pomperaug, Immaculate, Bunnell | Bethel High School - BHS track |
| TUE 9/17 | 5:00 PM | League | Brookfield | Joel Barlow, Kolbe Cathedral, Notre Dame Prep | Brookfield High School - BHS Track |
| TUE 9/17 | 5:00 PM | League | Masuk | New Fairfield | Great Hollow Lake Field - Cross Country Trail |
| TUE 9/17 | 5:00 PM | League | Killingly | NFA, Griswold | Killingly Intermediate School - Killingly Intermediate School |
| TUE 9/17 | 5:00 PM | League | Weston | Newtown, New Milford, Stratford | Weston High School - WHS Track |
| WED 9/18 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| WED 9/18 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| WED 9/18 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| WED 9/18 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| WED 9/18 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| WED 9/18 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 9/18 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| WED 9/18 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| WED 9/18 | 3:30 PM | Non-League | Lewis Mills | Farmington | Lewis Mills High School - Cross Country Course |
| WED 9/18 | 4:15 PM | League | Bolton | Canton, East Windsor | Bolton High School - BHS Cross Country Course |
| WED 9/18 | 4:15 PM | League | Stafford | Suffield | Stafford High School - Track located behind the school |
| THU 9/19 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| THU 9/19 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| THU 9/19 | 2:30 PM | Practice | NFA | | Mohegan Park - Mohegan Park |
| THU 9/19 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| THU 9/19 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 9/19 | 3:00 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| THU 9/19 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| THU 9/19 | 3:30 PM | Non-League | Coginchaug | | Coginchaug Regional High School - Coginchaug Regional HS |
| THU 9/19 | 3:45 PM | Non-League | Parish Hill | Windham Tech | Parish Hill High School - Cross Country Course |
| THU 9/19 | 6:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 9/20 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| FRI 9/20 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| FRI 9/20 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| FRI 9/20 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 9/20 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| FRI 9/20 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 9/20 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| FRI 9/20 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| FRI 9/20 | 3:45 PM | League | Platt Tech | Wilcox Tech | Eisenhower Park - Eisenhower |
| FRI 9/20 | 3:45 PM | League | Grasso Tech | Windham Tech | Grasso Tech - Haley Farm |
| SAT 9/21 | 11:00 AM | Non-League | Jonathan Law | | Winding Trails - Winding Trails-Farmington |
| SAT 9/21 | 12:01 AM | Non-League | Ellington | | Winding Trails - Cross Country Course |
| SAT 9/21 | 8:00 AM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| SAT 9/21 | 8:00 AM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| SAT 9/21 | 8:00 AM | Practice | Danbury | | River Road - Sega Meadows park - XC Trail |
| MON 9/23 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| MON 9/23 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| MON 9/23 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| MON 9/23 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 9/23 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| MON 9/23 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| MON 9/23 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| MON 9/23 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| TUE 9/24 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| TUE 9/24 | 3:30 PM | League | Naugatuck | Wolcott, Holy Cross | Hop Brook Park - Hop Brook Park |
| TUE 9/24 | 3:30 PM | League | East Catholic | Tolland | Wickham Park - Wickham Park |
| TUE 9/24 | 3:45 PM | League | Kaynor Tech | Wolcott Tech | Black Rock State Park - Black Rock State Park |
| TUE 9/24 | 3:45 PM | League | Portland | Old Saybrook, Hale Ray, Old Lyme, Coginchaug | Camp Ingersoll - Camp Ingersoll |
| TUE 9/24 | 3:45 PM | League | Cheney Tech | Vinal Tech | Cheney Tech. - Wickham Park |
| TUE 9/24 | 3:45 PM | League | Cromwell | Valley Regional, Morgan, North Branford, Haddam Killingworth | Cromwell High School - cross country course |
| TUE 9/24 | 3:45 PM | League | Rocky Hill | Wethersfield | Elm Ridge Park / Vincino Field - Elm Ridge Park |
| TUE 9/24 | 3:45 PM | League | Housatonic Regional | Gilbert, Nonnewaug | Housatonic Valley Regional High - Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) |
| TUE 9/24 | 3:45 PM | League | Newington | New Britain, Manchester | John Wallace MS - John Wallace MS |
| TUE 9/24 | 3:45 PM | League | Derby | Woodland, Torrington, Seymour | Leo F. Ryan Athletic Complex - DeFilippo Field |
| TUE 9/24 | 3:45 PM | League | Lewis Mills | Berlin, Bristol Central | Lewis Mills High School - Cross Country Course |
| TUE 9/24 | 3:45 PM | League | South Windsor | East Hartford, E.O. Smith | Nevers Road Park - Nevers Road Park JV Soccer Field |
| TUE 9/24 | 3:45 PM | League | Conard | Simsbury, Avon | Reservoir Rt. 4 - Reservoir Rt. 4 |
| TUE 9/24 | 3:45 PM | League | Wright Tech | Bullard Havens Tech | Scalzi Park - Scalzi Park |
| TUE 9/24 | 3:45 PM | League | Sheehan | Lyman Hall | Sheehan High School - Sheehan HS Cross Country Course |
| TUE 9/24 | 3:45 PM | League | Aerospace | Innovation, International, Classical Magnet, Hartford Public, Parish Hill, Comp Sci, HMTCA, University, Weaver, Bulkeley, Capital Prep | Stanley Quarter Park - Cross Country |
| TUE 9/24 | 3:45 PM | League | Watertown | Wilby, Oxford, Kennedy | Veterans Memorial Park - Veterans Park XC Course |
| TUE 9/24 | 3:45 PM | League | Middletown | Plainville, Bristol Eastern | Veterans Memorial Park, Middletown, CT - Veterans Memorial Park, Middletown, CT |
| TUE 9/24 | 3:45 PM | League | Windham Tech | Norwich Tech | Windham Technical High School - Mansfield Hollow |
| TUE 9/24 | 4:00 PM | League | Greenwich | New Canaan, Wilton, Westhill | Greenwich Point - Greenwich Point |
| TUE 9/24 | 4:00 PM | League | Fitch | East Lyme | Haley Farm State Park - Haley Farm State Park |
| TUE 9/24 | 4:00 PM | League | Shepaug Valley | Terryville | Shepaug Valley High School - Shepaug Valley Middle & High School Cross Country Course |
| TUE 9/24 | 4:00 PM | League | Danbury | St. Joseph, Norwalk, Fairfield Warde | Tarrywile Park - Tarrywile Park |
| TUE 9/24 | 4:00 PM | League | Thomaston | Northwestern, Lakeview | Thomaston High School - Black Rock State Park |
| TUE 9/24 | 4:00 PM | League | Trumbull | Fairfield Ludlowe, Bridgeport Central, Brien McMahon | Trumbull High School - Cross Country Course |
| TUE 9/24 | 4:15 PM | League | Abbott Tech | Platt Tech | Wooster Cemetary - Wooster Cemetary |
| TUE 9/24 | 4:30 PM | League | WCA | St. Paul Catholic, Crosby | Bucks Hill (MONTOE) Park - XC Course |
| TUE 9/24 | 4:30 PM | League | Griswold | Bacon Academy | Griswold High School - Hopeville State Park |
| TUE 9/24 | 4:30 PM | League | NFA | Ledyard | Mohegan Park - Mohegan Park |
| TUE 9/24 | 4:30 PM | League | Staples | Stamford, Ridgefield, Darien | Staples High School - Staples Stadium |
| TUE 9/24 | 4:30 PM | League | Stonington | Wheeler, Killingly | Stonington High School - Palmer Field (Turf Stadium) |
| TUE 9/24 | 5:00 PM | League | Bunnell | Kolbe Cathedral, Masuk, Stratford | Bunnell HS - Bunnell XC Course |
| TUE 9/24 | 5:00 PM | League | New Milford | Pomperaug, New Fairfield, Joel Barlow | New Milford High School - Joe Wiser Stadium - NMHS |
| TUE 9/24 | 5:00 PM | League | Newtown | Bethel, Brookfield | Reed Intermediate School - Reed Intermediate School XC Trail |
| TUE 9/24 | 5:00 PM | League | Weston | Immaculate, Notre Dame Prep | Weston High School - WHS Track |
| WED 9/25 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| WED 9/25 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| WED 9/25 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| WED 9/25 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| WED 9/25 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| WED 9/25 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 9/25 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| WED 9/25 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| WED 9/25 | 3:45 PM | League | East Windsor | Suffield, Windsor Locks, Granby Memorial | East Windsor Resevoir - East Windsor Resevoir |
| WED 9/25 | 3:45 PM | League | Prince Tech | Ellis Tech | Prince Tech High School - Elizabeth Park |
| WED 9/25 | 3:45 PM | League | Rockville | Stafford, East Granby | Rockville High School - Rockville Track |
| WED 9/25 | 3:45 PM | League | Farmington | Hall, Glastonbury | Winding Trails - Cross Country Course |
| WED 9/25 | 4:00 PM | League | Canton | Ellington, Coventry | Stratton Brook State Park - Stratton Brook State Park |
| WED 9/25 | 4:15 PM | League | Bolton | Somers | Bolton High School - BHS Cross Country Course |
| THU 9/26 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| THU 9/26 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| THU 9/26 | 2:30 PM | Practice | NFA | | Mohegan Park - Mohegan Park |
| THU 9/26 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| THU 9/26 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| THU 9/26 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 9/26 | 3:00 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| THU 9/26 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| THU 9/26 | 3:45 PM | League | Grasso Tech | Norwich Tech | Grasso Tech - Haley Farm |
| THU 9/26 | 4:00 PM | League | Wilton | St. Joseph, Staples, Bridgeport Central | Allen's Meadow - XC Course |
| FRI 9/27 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| FRI 9/27 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| FRI 9/27 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| FRI 9/27 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 9/27 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Valley Middle & High School Cross Country Course |
| FRI 9/27 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 9/27 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| FRI 9/27 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| FRI 9/27 | 3:45 PM | League | Windham Tech | Prince Tech | Windham Technical High School - Mansfield Hollow |
| SAT 9/28 | 10:00 AM | League | East Hartford | | Wickham Park - Wickham Park |
| SAT 9/28 | 12:01 AM | Non-League | Ellington | | Wickham Park - Wickham Park |
| SAT 9/28 | 12:01 AM | Practice | Immaculate | | Immaculate High School - Mustang Valley |
| SAT 9/28 | 8:00 AM | Practice | Danbury | | Brewster Empire Trail - Brewster Empire Trail |
| SAT 9/28 | 8:00 AM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| SAT 9/28 | 9:00 AM | Tournament | E.O. Smith | | E.O. Smith High School - AWAY - NOT A HOME EVENT |
| MON 9/30 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| MON 9/30 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| MON 9/30 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| MON 9/30 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 9/30 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| MON 9/30 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| MON 9/30 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| MON 9/30 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| MON 9/30 | 3:45 PM | League | Lakeview | Nonnewaug | Lakeview Regional High School - Lakeview XC Course |
| TUE 10/1 | 3:30 PM | League | Tourtellotte | Putnam | Tourtellotte Memorial High School - West Thompson Dam |
| TUE 10/1 | 3:30 PM | League | Valley Regional | Morgan | Valley Regional High - Valley Regional High |
| TUE 10/1 | 3:45 PM | League | Kaynor Tech | Wilcox Tech | Black Rock State Park - Black Rock State Park |
| TUE 10/1 | 3:45 PM | League | Bloomfield | Manchester | Bloomfield High School - Cross Country Course |
| TUE 10/1 | 3:45 PM | League | Cheney Tech | Norwich Tech, Windham Tech | Cheney Tech. - Wickham Park |
| TUE 10/1 | 3:45 PM | League | Platt Tech | Wolcott Tech | Eisenhower Park - Eisenhower |
| TUE 10/1 | 3:45 PM | League | Aerospace | Parish Hill, Comp Sci, University, HMTCA, Weaver, Innovation, International, Hartford Public, Classical Magnet, Achievement First, Bulkeley, Capital Prep | Elizabeth Park - Cross Country Course |
| TUE 10/1 | 3:45 PM | League | Holy Cross | Torrington, Torrington, Oxford, Oxford | Holy Cross - Holy Cross |
| TUE 10/1 | 3:45 PM | League | Maloney | Plainville, Lewis Mills | Hubbard Park - Hubbard Park Band Shell |
| TUE 10/1 | 3:45 PM | League | South Windsor | Enfield | Nevers Road Park - Nevers Road Park XC Trail |
| TUE 10/1 | 3:45 PM | League | Berlin | Middletown, Platt | Pistol Creek - Pistol Creek |
| TUE 10/1 | 3:45 PM | League | St. Paul Catholic | Wilby, Derby | St. Paul Catholic HS - SP Track |
| TUE 10/1 | 3:45 PM | League | New Britain | Windsor | Stanley Quarter Park - Cross Country |
| TUE 10/1 | 3:45 PM | League | Simsbury | Northwest Catholic, Farmington | Stratton Brook State Park - Stratton Brook State Park |
| TUE 10/1 | 3:45 PM | League | Watertown | Wolcott, Seymour, Crosby | Veterans Memorial Park - Veterans Park XC Course |
| TUE 10/1 | 3:45 PM | League | Vinal Tech | Ellis Tech | Vinal Tech - Vinal CC Course |
| TUE 10/1 | 3:45 PM | League | East Hartford | RHAM | Wickham Park - Wickham Park |
| TUE 10/1 | 3:45 PM | League | Woodland | WCA, Kennedy, Naugatuck | Woodland High School - Track |
| TUE 10/1 | 4:00 PM | League | Greenwich | Danbury, Darien, Bridgeport Central | Greenwich Point - Greenwich Point |
| TUE 10/1 | 4:00 PM | League | Glastonbury | Avon, Southington | JB Williams Park - JB Williams Park |
| TUE 10/1 | 4:00 PM | League | Westhill | St. Joseph, Ridgefield, Fairfield Ludlowe | Scofield Magnet Middle School - Cross Country Course |
| TUE 10/1 | 4:00 PM | League | Shepaug Valley | Housatonic Regional, Thomaston | Shepaug Valley High School - Shepaug Valley Middle & High School Cross Country Course |
| TUE 10/1 | 4:00 PM | League | Terryville | Gilbert, Northwestern | Terryville High School - Track |
| TUE 10/1 | 4:15 PM | League | Woodstock Academy | Killingly, Fitch, Rectory School | Woodstock Fairgrounds - Woodstock Fairgrounds |
| TUE 10/1 | 4:15 PM | League | Abbott Tech | Wright Tech | Wooster Cemetary - Wooster Cemetary |
| TUE 10/1 | 4:30 PM | League | Wilton | Norwalk, Trumbull, Stamford | Allen's Meadow - XC Course |
| TUE 10/1 | 4:30 PM | League | Waterford | Ledyard, Griswold | Harkness State Park - Harkness State Park |
| TUE 10/1 | 4:30 PM | League | Plainfield | Montville, Windham | Plainfield High School Athletic Upper Complex - Cross Country Course |
| TUE 10/1 | 4:30 PM | League | East Lyme | NFA, New London | Rocky Neck State Park - Rocky Neck State Park |
| TUE 10/1 | 4:30 PM | League | New Canaan | Fairfield Warde, Staples, Brien McMahon | Waveny Park - Waveny Park |
| TUE 10/1 | 5:00 PM | League | Bethel | New Milford, Kolbe Cathedral | Bethel High School - BHS track |
| TUE 10/1 | 5:00 PM | League | Immaculate | Joel Barlow, Stratford | Immaculate High School - Tarrywile |
| TUE 10/1 | 5:00 PM | League | New Fairfield | Weston, Bunnell, Brookfield | New Fairfield High School - Track & Field, Cross Country |
| TUE 10/1 | 5:00 PM | League | Pomperaug | Notre Dame Prep, Masuk, Newtown | Settlers Park - Cross Country Course |
| TUE 10/1 | 5:15 PM | League | St. Bernard | Lyman Memorial, Wheeler | St. Bernard School - Track |
| WED 10/2 | 12:01 AM | League | Guilford | Daniel Hand | Guilford High School |
| WED 10/2 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| WED 10/2 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| WED 10/2 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| WED 10/2 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| WED 10/2 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| WED 10/2 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 10/2 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| WED 10/2 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| WED 10/2 | 3:30 PM | Postseason | Guilford | | Guilford High School - Guilford Fair grounds |
| WED 10/2 | 3:45 PM | League | Rockville | Bolton, Granby Memorial | Rockville High School - Rockville Track |
| WED 10/2 | 4:00 AM | League | Coventry | Suffield | Coventry High School - Baseball Diamond |
| WED 10/2 | 4:00 PM | League | Ellington | Stafford, Somers, East Windsor | Ellington High School - Track |
| WED 10/2 | 4:00 PM | League | Jonathan Law | | Guilford Fairgrounds - Guilford Fairgrounds |
| WED 10/2 | 4:00 PM | League | Prince Tech | Grasso Tech | Prince Tech High School - Elizabeth Park |
| WED 10/2 | 4:00 PM | League | Canton | Windsor Locks, East Granby | Stratton Brook State Park - Stratton Brook State Park |
| WED 10/2 | 4:30 PM | League | Stonington | Bacon Academy | Stonington High School - Palmer Field (Turf Stadium) |
| THU 10/3 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| THU 10/3 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| THU 10/3 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| THU 10/3 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| THU 10/3 | 3:00 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| THU 10/3 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| THU 10/3 | 3:45 PM | League | Wilcox Tech | Bullard Havens Tech | Hubbard Park - Hubbard Park Band Shell |
| THU 10/3 | 8:00 AM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 10/3 | 9:00 AM | Practice | Danbury | | Danbury High School - Old gym |
| FRI 10/4 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| FRI 10/4 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| FRI 10/4 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| FRI 10/4 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 10/4 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 10/4 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| FRI 10/4 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| FRI 10/4 | 3:30 PM | Non-League | Nonnewaug | | Nonnewaug High School - XC Course |
| FRI 10/4 | 3:45 PM | League | Bristol Central | Maloney, Middletown | Rockwell Park - Cross Country Course |
| SAT 10/5 | 1:00 PM | League | Brewster High School | Brookfield | Brewster High School |
| SAT 10/5 | 12:01 AM | Practice | Immaculate | | Immaculate High School - Mustang Valley |
| SAT 10/5 | 9:00 AM | Tournament | E.O. Smith | | E.O. Smith High School - AWAY - NOT A HOME EVENT |
| MON 10/7 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| MON 10/7 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| MON 10/7 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| MON 10/7 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 10/7 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| MON 10/7 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| MON 10/7 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| MON 10/7 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| MON 10/7 | 3:45 PM | League | Amity | East Haven, Hillhouse, Hamden | Fitzgerald Field - Fitzgerald Field |
| MON 10/7 | 3:45 PM | League | North Haven | Xavier, Sheehan, Daniel Hand | Wharton Brook State Park - Wharton Brook State Park |
| MON 10/7 | 4:00 PM | League | Fairfield Ludlowe | Darien, Wilton, Fairfield Warde | Hoyden's Hill Open Space - Cross Country Course |
| TUE 10/8 | 3:15 PM | League | Kennedy | Holy Cross, Crosby, Derby | Bucks Hill Park #2 - Buck Hill Park #2 |
| TUE 10/8 | 3:30 PM | League | Notre Dame-West Haven | Cheshire, Branford, Jonathan Law | Carrigan Middle School - Baseball Field |
| TUE 10/8 | 3:30 PM | League | Northwestern | Housatonic Regional | Northwestern Regional H.S. - Track |
| TUE 10/8 | 3:45 PM | League | Kaynor Tech | Abbott Tech, Bullard Havens Tech | Black Rock State Park - Black Rock State Park |
| TUE 10/8 | 3:45 PM | League | Bloomfield | Windsor | Bloomfield High School - Cross Country Course |
| TUE 10/8 | 3:45 PM | League | Rocky Hill | New Britain | Elm Ridge Park / Vincino Field - Elm Ridge Park |
| TUE 10/8 | 3:45 PM | League | Gilbert | Lakeview, Shepaug Valley | Gilbert School - Cross Country |
| TUE 10/8 | 3:45 PM | League | Grasso Tech | Ellis Tech | Grasso Tech - Haley Farm |
| TUE 10/8 | 3:45 PM | League | Platt | Wilcox Tech, Maloney | Hubbard Park - Tennis courts |
| TUE 10/8 | 3:45 PM | League | South Windsor | East Catholic | Nevers Road Park - Nevers Road Park XC Trail |
| TUE 10/8 | 3:45 PM | League | Nonnewaug | Terryville, Thomaston | Nonnewaug High School - XC Course |
| TUE 10/8 | 3:45 PM | League | Aerospace | HMTCA, University, Weaver, Parish Hill, Comp Sci, Innovation, International, Hartford Public, Classical Magnet, Capital Prep, Bulkeley, Achievement First | Northwest Park - Cross Country Course |
| TUE 10/8 | 3:45 PM | League | Berlin | Plainville | Pistol Creek - Pistol Creek |
| TUE 10/8 | 3:45 PM | League | RHAM | Enfield | RHAM High School - MS Baseball/Soccer Field |
| TUE 10/8 | 3:45 PM | League | Wright Tech | Platt Tech | Scalzi Park - Scalzi Park |
| TUE 10/8 | 3:45 PM | League | Simsbury | Glastonbury, Northwest Catholic | Stratton Brook State Park - Stratton Brook State Park |
| TUE 10/8 | 3:45 PM | League | Watertown | WCA, Torrington | Veterans Memorial Park - Veterans Park XC Course |
| TUE 10/8 | 3:45 PM | League | Middletown | Lewis Mills | Veterans Memorial Park, Middletown, CT - Veterans Memorial Park, Middletown, CT |
| TUE 10/8 | 3:45 PM | League | Windham Tech | Vinal Tech | Windham Technical High School - Mansfield Hollow |
| TUE 10/8 | 3:45 PM | League | Farmington | Avon | Winding Trails - Cross Country Course |
| TUE 10/8 | 3:45 PM | League | Woodland | Wilby, Wolcott | Woodland High School - Track |
| TUE 10/8 | 4:00 PM | League | Wilbur Cross | West Haven, Lyman Hall, Foran | East Rock Park - East Rock Park |
| TUE 10/8 | 4:00 PM | League | Hall | Conard | Hall High School - Stadium (Track) |
| TUE 10/8 | 4:00 PM | League | Ledyard | East Lyme | Ledyard High School - Ledyard High School Track |
| TUE 10/8 | 4:00 PM | League | Oxford | Naugatuck, St. Paul Catholic, Seymour | Oxford High School - OHS Wolverine Field (Turf) |
| TUE 10/8 | 4:00 PM | League | Danbury | Staples, Westhill, Trumbull | Tarrywile Park - Tarrywile Park |
| TUE 10/8 | 4:00 PM | League | Tolland | E.O. Smith | Tolland High School - Grass Field |
| TUE 10/8 | 4:00 PM | League | New Canaan | Norwalk, Ridgefield, Bridgeport Central | Waveny Park - Waveny Park |
| TUE 10/8 | 4:00 PM | League | Wethersfield | Newington | Wethersfield Cove Park - Wethersfield Cove Park |
| TUE 10/8 | 4:00 PM | League | Wheeler | Montville, Fitch, Putnam, Fishers Island High School | Wheeler Middle High School - MHS XC Course |
| TUE 10/8 | 4:30 PM | League | NFA | Woodstock Academy | Mohegan Park - Mohegan Park |
| TUE 10/8 | 4:30 PM | League | Plainfield | Tourtellotte, Lyman Memorial | Plainfield High School Athletic Upper Complex - Cross Country Course |
| TUE 10/8 | 4:30 PM | League | Kolbe Cathedral | New Fairfield, Newtown, Immaculate | Seaside Park - Seaside Park |
| TUE 10/8 | 4:30 PM | League | St. Joseph | Greenwich, Stamford, Brien McMahon | St. Joseph High School - Trail |
| TUE 10/8 | 4:30 PM | League | Stonington | Waterford | Stonington High School - Palmer Field (Turf Stadium) |
| TUE 10/8 | 5:00 PM | League | Brookfield | Stratford, Pomperaug | Brookfield High School - BHS Track |
| TUE 10/8 | 5:00 PM | League | Bunnell | Notre Dame Prep, New Milford | Bunnell HS - Bunnell XC Course |
| TUE 10/8 | 5:00 PM | League | Joel Barlow | Masuk, Weston, Bethel | Joel Barlow High School - Cross Country Course |
| TUE 10/8 | 5:00 PM | League | Killingly | Bacon Academy | Killingly Intermediate School - Killingly Intermediate School |
| TUE 10/8 | 5:15 PM | League | St. Bernard | Windham, New London, Griswold | St. Bernard School - Track |
| WED 10/9 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| WED 10/9 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| WED 10/9 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| WED 10/9 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| WED 10/9 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| WED 10/9 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 10/9 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| WED 10/9 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| WED 10/9 | 3:45 PM | League | East Granby | Bolton, Ellington, Suffield | East Granby Farms - East Granby Farms |
| WED 10/9 | 3:45 PM | League | Southington | Northwest Catholic | Southington High School - SHS |
| WED 10/9 | 4:00 PM | League | Coventry | Rockville, East Windsor | Coventry High School - Baseball Diamond |
| WED 10/9 | 4:00 PM | League | Guilford | Career Magnet, Shelton, Fairfield Prep | Guilford High School - East River Preserve |
| WED 10/9 | 4:00 PM | League | Somers | Enfield, Windsor Locks | Somers High School - P&R XC Course |
| WED 10/9 | 4:15 PM | League | Granby Memorial | Stafford, Canton | Granby Memorial High School - XC Course |
| THU 10/10 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| THU 10/10 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| THU 10/10 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| THU 10/10 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| THU 10/10 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| THU 10/10 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 10/10 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| THU 10/10 | 3:30 PM | League | Old Saybrook | Waterford, Montville, Old Lyme | Old Saybrook High School - Old Saybrook Campus |
| THU 10/10 | 3:45 PM | League | Wolcott Tech | Bullard Havens Tech | John Minetto State Park - John Minetto State Park |
| THU 10/10 | 3:45 PM | League | Norwich Tech | Prince Tech, Cheney Tech | Norwich Technical High School - Mohegan Park |
| THU 10/10 | 3:45 PM | League | Bristol Eastern | St. Paul Catholic, Bristol Central | Page Park Bristol CT - Cross Country |
| THU 10/10 | 4:00 PM | League | Lyman Hall | Cheshire | Wharton Brook State Park - Wharton Brook State Park |
| FRI 10/11 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| FRI 10/11 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| FRI 10/11 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| FRI 10/11 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| FRI 10/11 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 10/11 | 3:00 PM | Non-League | Fishers Island High School | Wheeler | Fishers Island High School |
| FRI 10/11 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| FRI 10/11 | 6:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| SAT 10/12 | 8:00 AM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| SAT 10/12 | 8:00 AM | Practice | Danbury | | River Road - Sega Meadows park - River Road - Sega Meadows park |
| MON 10/14 | 10:00 AM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| MON 10/14 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| MON 10/14 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| MON 10/14 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| MON 10/14 | 8:00 AM | Practice | NFA | | Norwich Free Academy - Track |
| MON 10/14 | 8:30 AM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| TUE 10/15 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| TUE 10/15 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| TUE 10/15 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| TUE 10/15 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| TUE 10/15 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| TUE 10/15 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| TUE 10/15 | 3:00 AM | Postseason | Avon | Berlin, Conard, East Catholic, East Hartford, Bristol Eastern, Bristol Central, Bloomfield, Wethersfield, Windsor, Hall, Central Connecticut Conference (CCC), Tolland, Southington, South Windsor, Simsbury, Rocky Hill, RHAM, Platt, Plainville, Enfield, E.O. Smith, Farmington, Glastonbury, Maloney, Lewis Mills, Middletown, Manchester, Northwest Catholic, Newington, New Britain | Wickham Park - Wickham Park |
| TUE 10/15 | 3:00 PM | League | Aerospace | Innovation, International, Classical Magnet, Hartford Public, Parish Hill, Comp Sci, HMTCA, University, Weaver, Bulkeley, Capital Prep, Achievement First | Stanley Quarter Park - Cross Country |
| TUE 10/15 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| TUE 10/15 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| WED 10/16 | 12:15 PM | Postseason | Guilford | | Guilford High School - East Shore Park, New Haven |
| WED 10/16 | 2:30 PM | Postseason | New Canaan | Bridgeport Central, Brien McMahon, Danbury, Darien, Westhill, Trumbull, Wilton, Ridgefield, Stamford, St. Joseph, Staples, Greenwich, Fairfield Warde, Fairfield Ludlowe, Norwalk | Waveny Park - Waveny Park |
| WED 10/16 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| WED 10/16 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| WED 10/16 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 10/16 | 3:00 PM | Postseason | Abbott Tech | Prince Tech, Bullard Havens Tech, Norwich Tech, Grasso Tech, Ellis Tech, Wilcox Tech, Cheney Tech, Wright Tech, Platt Tech, Wolcott Tech, Windham Tech, Kaynor Tech, Vinal Tech | Wickham Park - Manchester, Ct |
| WED 10/16 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| WED 10/16 | 3:00 PM | Tournament | Bolton | Canton, Coventry, East Granby, Ellington, East Windsor, Windsor Locks, Rockville, Suffield, SMSA, Stafford, Somers, Granby Memorial | Bolton High School - BHS Cross Country Course |
| WED 10/16 | 4:00 PM | Postseason | Bethel | Joel Barlow, Immaculate, New Milford, New Fairfield, Newtown, Masuk, Kolbe Cathedral, Stratford, Pomperaug, Notre Dame Prep, Weston, Bunnell, Brookfield | Bethel High School - BHS track |
| WED 10/16 | 4:00 PM | Postseason | St. Paul Catholic | Derby, Crosby, Watertown, WCA, Torrington, Wolcott, Woodland, Wilby, Oxford, Seymour, Naugatuck, Holy Cross | Veterans Memorial Park - Veterans Park XC Course |
| THU 10/17 | 1:30 PM | Postseason | Bacon Academy | Killingly, Griswold, Fitch, New London, NFA, Ledyard, Lyman Memorial, Montville, St. Bernard, Stonington, Plainfield, Putnam, Windham, Wheeler, Woodstock Academy, Tourtellotte, Waterford, East Lyme | Norwich Golf Course - Norwich Golf Course |
| THU 10/17 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| THU 10/17 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| THU 10/17 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| THU 10/17 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 10/17 | 3:00 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 10/18 | 1:30 PM | League | Jonathan Law | | TBA - TBA |
| FRI 10/18 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| FRI 10/18 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| FRI 10/18 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 10/18 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| FRI 10/18 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 10/18 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| FRI 10/18 | 3:00 PM | Practice | Wheeler | | Wheeler Middle High School - MHS XC Course |
| FRI 10/18 | Canceled | Practice | NFA | | Norwich Free Academy - Track |
| SAT 10/19 | 8:00 AM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| SAT 10/19 | 8:00 AM | Practice | Danbury | | Bulls Bridge - XC Trail |
| SAT 10/19 | 8:00 AM | Practice | NFA | | Norwich Free Academy - Track |
| SAT 10/19 | 8:00 AM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 10/21 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| MON 10/21 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| MON 10/21 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 10/21 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| MON 10/21 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| MON 10/21 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| MON 10/21 | 4:00 PM | League | Foran | Lauralton Hall, Platt Tech, Jonathan Law | EISENHOWER PARK - EISENHOWER PARK |
| TUE 10/22 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| TUE 10/22 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| TUE 10/22 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| TUE 10/22 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| TUE 10/22 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| TUE 10/22 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| TUE 10/22 | 3:00 PM | Practice | Danbury | | Danbury High School - Old gym |
| TUE 10/22 | 3:15 PM | Non-League | Wheeler | Fishers Island High School | Wheeler Middle High School - MHS XC Course |
| TUE 10/22 | 4:00 PM | Postseason | Hall | | Hall High School - Stadium (Track) |
| WED 10/23 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| WED 10/23 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| WED 10/23 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| WED 10/23 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| WED 10/23 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| WED 10/23 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 10/23 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 10/24 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| THU 10/24 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| THU 10/24 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| THU 10/24 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| THU 10/24 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 10/24 | 3:00 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 10/25 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| FRI 10/25 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| FRI 10/25 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| FRI 10/25 | 2:30 PM | Practice | NFA | | Norwich Free Academy - Track |
| FRI 10/25 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 10/25 | 2:45 PM | Practice | Shepaug Valley | | Shepaug Valley High School - Shepaug Barn & Track |
| FRI 10/25 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 10/25 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| SAT 10/26 | 3:45 PM | League | Jonathan Law | | Eisenhower Park - Eisenhower Park |
| SAT 10/26 | 9:00 AM | Postseason | E.O. Smith | | E.O. Smith High School - Wickham Park |
| MON 10/28 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| MON 10/28 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| MON 10/28 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| MON 10/28 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 10/28 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| MON 10/28 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| MON 10/28 | 4:00 PM | Non-League | Valley Regional | East Hampton, Daniel Hand, Cromwell, Coginchaug, Portland, Morgan, Hale Ray, Guilford, Haddam Killingworth | John Winthrop Middle School - John Winthrop Middle School |
| TUE 10/29 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| TUE 10/29 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| TUE 10/29 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| TUE 10/29 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| TUE 10/29 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| TUE 10/29 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| WED 10/30 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| WED 10/30 | 2:15 PM | Practice | Wolcott | | Wolcott High School - Front of Wolcott High School |
| WED 10/30 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| WED 10/30 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| WED 10/30 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| WED 10/30 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| THU 10/31 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| THU 10/31 | 3:00 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 11/1 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| FRI 11/1 | 2:30 PM | Practice | Joel Barlow | | Joel Barlow High School - Cross Country Course |
| FRI 11/1 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 11/1 | 2:45 PM | Practice | Waterford | | Waterford High School - Team Meeting Area - pre-practice |
| FRI 11/1 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| FRI 11/1 | 3:45 PM | League | Manchester | | Wickham Park - Wickham Park |
| SAT 11/2 | 8:00 AM | Practice | Danbury | | Bridle Trail - XC Trail |
| SAT 11/2 | 8:00 AM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| MON 11/4 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| MON 11/4 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| TUE 11/5 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| TUE 11/5 | 3:00 PM | Practice | Danbury | | Danbury High School - Old gym |
| WED 11/6 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| WED 11/6 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| THU 11/7 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| THU 11/7 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 11/8 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| FRI 11/8 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Stadium Track |
| FRI 11/8 | 3:00 PM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| SAT 11/9 | 9:00 AM | Postseason | E.O. Smith | | E.O. Smith High School - Wickham Park |
| WED 11/13 | 4:45 PM | Practice | Danbury | | Danbury High School - Stadium Track |
| SAT 11/16 | 8:00 AM | Practice | Brookfield | | Brookfield High School - Cross Country - North |
| MON 11/18 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| TUE 11/19 | 3:00 PM | Practice | Danbury | | Danbury High School - Old gym |
| WED 11/20 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| FRI 11/22 | 2:15 PM | Practice | Danbury | | Danbury High School - Old gym |
| FRI 11/29 | 10:00 AM | Scrimmage | Danbury | | Danbury High School - Stadium Track |