| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/13 | 4:00 p.m. | Varsity | League | Normal | Away | Darien | Loss | 26-46 | | DHS Stadium Field | |
| FRI 9/20 | 6:30 p.m. | Varsity | League | Normal | Home | DanielHand | Loss | 26-28 | | Veteran Field West Haven | |
| FRI 9/27 | 7:00 p.m. | Varsity | League | Normal | Away | JonathanLaw | Win | 41-14 | | Jonathan Law Turf Field | |
| FRI 10/4 | 7:00 p.m. | Varsity | League | Normal | Away | Xavier | Loss | 14-42 | | Palmer Field | |
| THU 10/10 | 3:30 p.m. | Varsity | League | Normal | Home | LymanHall | Win | 54-20 | | Wilbur Cross Athletic Complex | |
| THU 10/17 | 6:00 p.m. | Varsity | League | Normal | Away | Sheehan | Win | 42-2 | | Sheehan HS Riccitelli Field | |
| FRI 10/25 | 7:00 p.m. | Varsity | League | Normal | Away | JosephForan | Loss | 6-34 | | Foran High School - Turf Field | |
| FRI 11/1 | 8:00 p.m. | Varsity | League | Normal | Home | NorthHaven | Loss | 0-14 | | East Haven High Field | |
| FRI 11/8 | 7:00 p.m. | Varsity | League | Normal | Away | Guilford | Loss | 20-35 | | Kavanaugh Turf Field at GHS | |
| FRI 11/15 | 6:30 p.m. | Varsity | League | Normal | Home | Branford | Win | 53-14 | | Veterans Field - West Haven | |
| THU 11/28 | 10:30 a.m. | Varsity | League | Normal | Home | WilburCross | Win | 21-19 | | Wilbur Cross Field | |