| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 4/9 | 3:45 PM | Varsity | League | Normal | Away | Daniel Hand | | | | Daniel Hand High School - DHHS Track | 2:00 PM |
| Wilbur Cross | | |
| SAT 4/13 | 10:00 AM | Varsity | Non-League | Normal | Away | Coginchaug | | | | Coginchaug Regional High School - CRHS Stadium Field & Track | 8:30 AM |
| Cheshire | | |
| | |
| Lyman Hall | | |
| Maloney | | |
| Platt | | |
| Southington | | |
| WED 4/17 | 4:00 PM | Varsity | League | Normal | Home | Guilford | Loss | 1-3 | | Sheehan High School - Sheehan HS Riccitelli Field (Turf) | |
| Shelton | Loss | 1-2 |
| SAT 4/20 | 9:30 AM | Varsity | Non-League | Normal | Away | | | | | Not Listed | 7:30 AM |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Away | Amity | | | | East Haven High School - EHHS Turf Field & Track | 2:15 PM |
| East Haven | | |
| SAT 4/27 | 9:00 AM | Varsity | Tournament | Normal | Away | Jonathan Law | | | | Danbury High School - Danbury HS Stadium | |
| Haddam Killingworth | | |
| Southington | | |
| Bristol Central | | |
| Bristol Eastern | | |
| Bloomfield | | |
| Shelton | | |
| Rocky Hill | | |
| Foran | | |
| Conard | | |
| Notre Dame-West Haven | | |
| Darien | | |
| Brookfield | | |
| Branford | | |
| E.O. Smith | | |
| Windsor | | |
| Newington | | |
| Masuk | | |
| Crosby | | |
| Derby | | |
| East Hartford | | |
| | |
| Simsbury | | |
| Ansonia | | |
| Pomperaug | | |
| Seymour | | |
| Cromwell | | |
| New Canaan | | |
| Lyman Hall | | |
| | |
| Trumbull | | |
| Amity | | |
| St. Paul Catholic | | |
| Wilton | | |
| Immaculate | | |
| New Fairfield | | |
| Newtown | | |
| SAT 4/27 | 9:30 AM | Varsity | Non-League | Normal | Away | | | | | Danbury High School | 7:00 AM |
| SAT 4/27 | 9:00 AM | Varsity | Tournament | Normal | Away | Xavier | | | | Danbury High School - Danbury HS Stadium | |
| East Lyme | | |
| Nonnewaug | | |
| Joel Barlow | | |
| St. Joseph | | |
| Staples | | |
| Weston | | |
| Hale Ray | | |
| Wethersfield | | |
| Greenwich | | |
| Plainville | | |
| | |
| Danbury | | |
| THU 5/2 | 4:00 PM | Varsity | League | Normal | Home | Fairfield Prep | | | | Sheehan High School - Sheehan HS Riccitelli Field (Turf) | |
| Lyman Hall | | |
| SAT 5/4 | 9:30 AM | Varsity | Non-League | Normal | Away | North Branford | | | | Coginchaug Regional High School - CRHS Stadium Field & Track | 8:00 AM |
| Valley Regional | | |
| Thomaston | | |
| Wheeler | | |
| Old Saybrook | | |
| Montville | | |
| Daniel Hand | | |
| Nonnewaug | | |
| Parish Hill | | |
| Shepaug Valley | | |
| Bacon Academy | | |
| Portland | | |
| East Catholic | | |
| Morgan | | |
| Watertown | | |
| Cromwell | | |
| Coginchaug | | |
| Holy Cross | | |
| Westbrook | | |
| Platt | | |
| | |
| WED 5/8 | 3:45 PM | Varsity | League | Normal | Away | Cheshire | Win | 99-50 | | Cheshire High Main Game field - Cheshire High Main Game field | 2:15 PM |
| MON 5/13 | 2:00 PM | Varsity | League | Normal | Away | | | | | Lyman Hall High School - Fitzgerald Field | 12:10 PM |
| THU 5/16 | 3:45 PM | Varsity | League | Normal | Away | Lyman Hall | | | | Daniel Hand High School - DHHS Track | 2:15 PM |
| East Haven | | |
| Notre Dame-West Haven | | |
| Hamden | | |
| Jonathan Law | | |
| West Haven | | |
| Cheshire | | |
| Branford | | |
| Foran | | |
| North Haven | | |
| Xavier | | |
| Guilford | | |
| Wilbur Cross | | |
| Daniel Hand | | |
| Career Magnet | | |
| Hillhouse | | |
| Fairfield Prep | | |
| Shelton | | |
| TUE 5/21 | 1:00 PM | Varsity | Postseason | Normal | Away | West Haven | | | | Amity Regional High School - Amity HS Track | 11:00 AM |
| Lyman Hall | | |
| Hamden | | |
| Fairfield Prep | | |
| East Haven | | |
| Wilbur Cross | | |
| Daniel Hand | | |
| Career Magnet | | |
| North Haven | | |
| Jonathan Law | | |
| Guilford | | |
| Xavier | | |
| Amity | | |
| Foran | | |
| Hillhouse | | |
| Cheshire | | |
| | |
| Notre Dame-West Haven | | |
| Branford | | |
| Shelton | | |