| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 9/12 | 5:00 p.m. | Varsity | League | Normal | Home | Wilton | Loss | 20-21 | | Kavanaugh Turf Field at GHS | |
| FRI 9/20 | 7:00 p.m. | Varsity | League | Normal | Away | Shelton | Loss | 14-43 | | Shelton High School Finn Stadium | |
| FRI 9/27 | 7:00 p.m. | Varsity | League | Normal | Home | LymanHall | Win | 44-0 | | Kavanaugh Turf Field at GHS | |
| FRI 10/4 | 7:00 p.m. | Varsity | League | Normal | Home | WestHaven | Loss | 14-42 | | Kavanaugh Turf Field at GHS | |
| FRI 10/11 | 7:00 p.m. | Varsity | League | Normal | Away | Branford | Win | 30-7 | | Branford High School-Turf Field | |
| FRI 10/18 | 7:00 p.m. | Varsity | League | Normal | Away | EastHaven | Win | 33-0 | | East Haven High School | |
| FRI 10/25 | 7:00 p.m. | Varsity | League | Normal | Away | NorthHaven | Loss | 20-47 | | Vanacore Field | |
| FRI 11/1 | 7:00 p.m. | Varsity | League | Normal | Away | JonathanLaw | Win | 63-28 | | Jonathan Law Turf Field | |
| FRI 11/8 | 7:00 p.m. | Varsity | League | Normal | Home | JamesHillhouse | Win | 35-20 | | Kavanaugh Turf Field at GHS | |
| FRI 11/15 | 7:00 p.m. | Varsity | League | Normal | Home | JosephForan | Loss | 13-34 | | Kavanaugh Turf Field at GHS | |
| WED 11/27 | 7:00 p.m. | Varsity | League | Normal | Home | DanielHand | Loss | 20-41 | | Kavanaugh Turf Field at GHS | |