| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 4/5 | 3:45 PM | Varsity | League | Normal | Away | O'Brien Tech | | | | West Haven High School - Ken Strong Stadium | |
| West Haven | | |
| WED 4/10 | 3:45 PM | Varsity | League | Normal | Away | Amity | | | | Amity Regional High School - Amity HS Track | |
| Cheshire | | |
| FRI 4/12 | Postponed | Varsity | League | Postponed | Away | North Haven | | | | North Haven Middle School - Vanacore Track | |
| MON 4/15 | 4:00 PM | Varsity | League | Normal | Away | Trumbull | | | | Trumbull High School - McDougall Stadium | |
| St. Joseph | | |
| Harding | | |
| WED 4/17 | 3:45 PM | Varsity | League | Normal | Away | Hamden | | | | Hamden High School - HHS Turf #1 | |
| Cheshire | | |
| West Haven | | |
| Mercy | | |
| Amity | | |
| Career Magnet | | |
| | |
| | |
| | |
| | |
| Weaver | | |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Away | Wilbur Cross | Loss | 2-3 | | Guilford High School - Kavanaugh Turf Field and Track | |
| Guilford | Loss | 2-1 |
| THU 5/2 | 4:00 PM | Varsity | League | Normal | Away | Lyman Hall | | | | Sheehan High School - Sheehan HS Riccitelli Field (Turf) | |
| Sheehan | | |
| SAT 5/4 | 9:30 AM | Varsity | Non-League | Normal | Away | Sheehan | | | | Coginchaug Regional High School - CRHS Stadium Field & Track | |
| Shepaug Valley | | |
| Westbrook | | |
| Nonnewaug | | |
| North Branford | | |
| Wheeler | | |
| | |
| Daniel Hand | | |
| Coginchaug | | |
| Cromwell | | |
| Watertown | | |
| Bacon Academy | | |
| Morgan | | |
| Sacred Heart Academy | | |
| East Catholic | | |
| Montville | | |
| Platt | | |
| Parish Hill | | |
| Portland | | |
| Valley Regional | | |
| Thomaston | | |
| Holy Cross | | |
| Old Saybrook | | |
| TUE 5/7 | 3:45 PM | Varsity | League | Normal | Away | Shelton | | | | Shelton High School - Track | |
| Daniel Hand | | |
| East Haven | | |
| FRI 5/17 | 3:45 PM | Varsity | Tournament | Normal | Away | East Haven | | | | Hamden High School - HHS Turf #1 | |
| Foran | | |
| Jonathan Law | | |
| Daniel Hand | | |
| Cheshire | | |
| Sacred Heart Academy | | |
| Hamden | | |
| Guilford | | |
| Shelton | | |
| West Haven | | |
| Hillhouse | | |
| Career Magnet | | |
| Branford | | |
| Mercy | | |
| Lyman Hall | | |
| North Haven | | |
| Wilbur Cross | | |
| Sheehan | | |
| TUE 5/21 | 1:00 PM | Varsity | Postseason | Normal | Away | Sheehan | | | | Amity Regional High School - Amity HS Track | |
| Wilbur Cross | | |
| | |
| Amity | | |
| Mercy | | |
| North Haven | | |
| Career Magnet | | |
| Branford | | |
| Hillhouse | | |
| West Haven | | |
| Shelton | | |
| Hamden | | |
| Foran | | |
| Guilford | | |
| Sacred Heart Academy | | |
| Cheshire | | |
| Daniel Hand | | |
| Lyman Hall | | |
| Jonathan Law | | |
| East Haven | | |