| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 4/12 | 6:00 p.m. | Varsity | League | Normal | Home | JonathanLaw | Loss | 16-4 | | Bowen Field-Football Field | |
| THU 4/15 | 6:00 p.m. | Varsity | League | Normal | Away | LymanHall | Loss | 22-2 | | Lyman Hall High School-Fitzgerald Field | |
| FRI 4/16 | 2:30 p.m. | Varsity | League | Normal | Home | Cromwell | Loss | 5-3 | | Bowen Field-Football Field | |
| MON 4/19 | 4:00 p.m. | Varsity | League | Normal | Away | AmityReg | Loss | 14-2 | | Amity Regional High School-Amity High School - Field # 3 | |
| TUE 4/20 | 7:00 p.m. | Varsity | League | Normal | Home | CapitalPrep | Loss | 3-11 | | Bowen Field-Football Field | |
| THU 4/22 | 5:00 p.m. | Varsity | League | Normal | Away | WestHaven | Loss | 11-1 | | West Haven HS-Ken Strong Stadium | |
| MON 4/26 | 6:00 p.m. | Varsity | League | Normal | Home | JosephForan | Loss | 18-0 | | Bowen Field-Football Field | |
| WED 4/28 | 6:00 p.m. | Varsity | League | Normal | Home | AIPrinceRVT | Win | 18-0 | | Bowen Field-Football Field | |
| MON 5/3 | 5:00 p.m. | Varsity | League | Normal | Away | Sheehan | Loss | 15-0 | | Sheehan High School-Sheehan HS Riccitelli Field (Turf) | |
| FRI 5/7 | 3:45 p.m. | Varsity | League | Normal | Away | CapitalPrep | Loss | 7-6 | | Capital Preparatory Magnet School-Quirk Middle School | |
| MON 5/10 | 6:00 p.m. | Varsity | League | Normal | Home | Hamden | Loss | 11-8 | | Bowen Field-Football Field | |
| WED 5/12 | 6:00 p.m. | Varsity | League | Normal | Home | Watertown | Loss | 12-2 | | Bowen Field-Football Field | |
| SAT 5/15 | 4:00 p.m. | Varsity | League | Normal | Away | Hamden | Loss | 12-2 | | Hamden High School-HHS Turf Field #1 | |
| TUE 5/18 | 4:30 p.m. | Varsity | League | Normal | Away | Branford | Loss | 13-0 | | Branford High School-Athletic Turf Field | |
| THU 5/20 | 6:00 p.m. | Varsity | League | Normal | Home | WestHaven | Loss | 11-1 | | Bowen Field-Football Field | |