| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 4/2 | Canceled | Varsity | Non-League | Canceled | Home | Holy Cross | | | | Nonnewaug High School - Paul Burns Memorial Track | |
| SAT 4/6 | 9:00 AM | Varsity | League | Normal | Away | East Hampton | | | | East Hampton High School - Track | 12:01 AM |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Away | Wamogo | | | | Plumb Hill Field Complex - Plumb Hill Track | |
| Housatonic Regional | | |
| SAT 4/27 | 9:00 AM | Varsity | Tournament | Normal | Away | Conard | | | | Danbury High School - Danbury HS Stadium | |
| Cromwell | | |
| Bristol Central | | |
| East Hartford | | |
| Jonathan Law | | |
| E.O. Smith | | |
| Simsbury | | |
| Amity | | |
| East Lyme | | |
| Crosby | | |
| Darien | | |
| Bristol Eastern | | |
| Foran | | |
| Masuk | | |
| | |
| Ansonia | | |
| Greenwich | | |
| Joel Barlow | | |
| Derby | | |
| Newington | | |
| New Canaan | | |
| Notre Dame-West Haven | | |
| | |
| Bloomfield | | |
| Seymour | | |
| Hale Ray | | |
| Lyman Hall | | |
| Pomperaug | | |
| New Fairfield | | |
| Southington | | |
| Haddam Killingworth | | |
| Branford | | |
| Sheehan | | |
| Trumbull | | |
| Newtown | | |
| St. Joseph | | |
| Plainville | | |
| Wilton | | |
| Shelton | | |
| Danbury | | |
| Windsor | | |
| Weston | | |
| St. Paul Catholic | | |
| Immaculate | | |
| Staples | | |
| Wethersfield | | |
| | |
| Rocky Hill | | |
| Brookfield | | |
| Xavier | | |
| TUE 4/30 | 4:00 PM | Varsity | League | Normal | Away | Northwestern | | | | Northwestern Regional H.S. - Track | |
| Gilbert | | |
| SAT 5/4 | 9:30 AM | Varsity | Non-League | Normal | Away | Shepaug Valley | | | | Coginchaug Regional High School - CRHS Stadium Field & Track | |
| Platt | | |
| Watertown | | |
| Holy Cross | | |
| Wheeler | | |
| Valley Regional | | |
| Bacon Academy | | |
| Portland | | |
| North Branford | | |
| Old Saybrook | | |
| Westbrook | | |
| Daniel Hand | | |
| East Catholic | | |
| Parish Hill | | |
| Coginchaug | | |
| Cromwell | | |
| | |
| Montville | | |
| Morgan | | |
| Sheehan | | |
| Thomaston | | |
| TUE 5/7 | 4:15 PM | Varsity | League | Normal | Away | Litchfield | | | | Shepaug Valley High School - Shepaug Valley Middle & High School Track | |
| Shepaug Valley | | |
| SAT 5/11 | 10:00 AM | Varsity | Non-League | Normal | Away | Brookfield | | | | Torrington High School - Torrington High School | |
| Watertown | | |
| Kennedy | | |
| Wilby | | |
| Holy Cross | | |
| Seymour | | |
| Gilbert | | |
| Wamogo | | |
| Housatonic Regional | | |
| Northwestern | | |
| Torrington | | |
| Litchfield | | |
| | |
| Newtown | | |
| WCA | | |
| St. Paul Catholic | | |
| Wolcott | | |
| MON 5/13 | 3:45 PM | Varsity | League | Normal | Home | Terryville | | | | Nonnewaug High School - Paul Burns Memorial Track | |
| SAT 5/18 | 8:00 AM | Varsity | League | Normal | Away | Gilbert | | | | Plumb Hill Field Complex - Plumb Hill Track | |
| Litchfield | | |
| Housatonic Regional | | |
| Terryville | | |
| Wamogo | | |
| Thomaston | | |
| Shepaug Valley | | |
| Northwestern | | |
| TUE 5/21 | 4:00 PM | Varsity | League | Normal | Away | Gilbert | | | | Plumb Hill Field Complex - Plumb Hill Track | |
| Litchfield | | |
| Housatonic Regional | | |
| Terryville | | |
| Shepaug Valley | | |
| Northwestern | | |
| Wamogo | | |
| Thomaston | | |
| WED 5/22 | 3:30 PM | Varsity | Postseason | Normal | Away | Gilbert | | | | Housatonic Valley Regional High - Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) | |
| Litchfield | | |
| Housatonic Regional | | |
| Thomaston | | |
| Wamogo | | |
| Terryville | | |
| Shepaug Valley | | |
| Northwestern | | |