| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/13 | 7:00 p.m. | Varsity | League | Normal | Home | StJoseph | Loss | 0-45 | | Brien McMahon High School-Casagrande Field | |
| FRI 9/20 | 7:00 p.m. | Varsity | League | Normal | Away | Wilton | Loss | 0-37 | | Wilton High School-Veterans Memorial Stadium | |
| FRI 9/27 | 3:30 p.m. | Varsity | League | Normal | Away | WilburCross | Win | 41-7 | | Wilbur Cross High School-Wilbur Cross Athletic Complex | |
| FRI 10/4 | 7:00 p.m. | Varsity | League | Normal | Home | Staples | Loss | 7-35 | | Brien McMahon High School-Casagrande Field | |
| FRI 10/18 | 7:00 p.m. | Varsity | League | Normal | Away | AmityReg | Loss | 7-14 | | Amity Regional High School-William Johnson Stadium Field | |
| FRI 10/25 | 7:00 p.m. | Varsity | League | Normal | Home | Stamford | Win | 40-15 | | Brien McMahon High School-Casagrande Field | |
| FRI 11/1 | 7:00 p.m. | Varsity | League | Normal | Away | NewCanaan | Loss | 0-42 | | New Canaan High School-Dunning Stadium | |
| FRI 11/8 | 7:00 p.m. | Varsity | League | Normal | Home | Ridgefield | Loss | 0-48 | | Brien McMahon High School-Casagrande Field | |
| FRI 11/15 | 7:00 p.m. | Varsity | League | Normal | Away | FairfieldWarde | Loss | 20-35 | | Fairfield Warde HS-Tetreau/Davis Field | |
| THU 11/28 | 10:30 a.m. | Varsity | League | Normal | Home | Norwalk | Loss | 20-32 | | Brien McMahon High School-Casagrande Field | |