| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/12 | 7:00 p.m. | Varsity | League | Normal | Away | FairfieldLudlowe | Loss | 0-43 | | Taft Field | |
| FRI 9/19 | 7:00 p.m. | Varsity | League | Normal | Home | Cheshire | Loss | 0-45 | | Lyman Hall Fitzgerald Field | |
| FRI 9/26 | 7:00 p.m. | Varsity | League | Normal | Home | Guilford | Loss | 13-35 | | Lyman Hall Fitzgerald Field | |
| THU 10/2 | 7:00 p.m. | Varsity | League | Normal | Away | AmityReg | Loss | 0-31 | | William Johnson Football Field @ Amity HS | |
| FRI 10/10 | 7:00 p.m. | Varsity | League | Normal | Home | JamesHillhouse | Loss | 21-48 | | Lyman Hall Fitzgerald Field | |
| FRI 10/17 | 7:00 p.m. | Varsity | League | Normal | Away | JosephForan | Loss | 6-48 | | Foran High School - Turf Field | |
| FRI 10/24 | 7:00 p.m. | Varsity | League | Normal | Home | EastHaven | Loss | 0-30 | | Lyman Hall Fitzgerald Field | |
| THU 10/30 | 7:00 p.m. | Varsity | League | Normal | Away | Branford | Loss | 6-18 | | Branford High School-Turf Field | |
| FRI 11/7 | 6:30 p.m. | Varsity | League | Normal | Away | StBernard | Win | 42-14 | | Delaporta Field | |
| FRI 11/14 | 7:00 p.m. | Varsity | League | Normal | Away | JonathanLaw | Loss | 6-48 | | | |
| THU 11/27 | 11:00 a.m. | Varsity | League | Normal | Home | Sheehan | Loss | 0-28 | | Lyman Hall Fitzgerald Field | |