| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 10/8 | 4:00 p.m. | Varsity | League | Normal | Home | NewFairfield | | | | Masuk High School-Benedict Stadium Field @ Masuk HS | |
| THU 10/15 | 4:00 p.m. | Varsity | League | Normal | Home | Newtown | | | | Masuk High School-Masuk High School Upper Field | |
| FRI 10/23 | 5:30 p.m. | Varsity | League | Normal | Away | Pomperaug | | | | Pomperaug High School-Stadium | |
| FRI 10/30 | 6:00 p.m. | Varsity | League | Normal | Away | Brookfield | | | | Brookfield High School-BHS Stadium Field | |
| FRI 11/6 | 6:00 p.m. | Varsity | League | Normal | Away | Stratford | | | | Penders Field-Penders Field - Stratford | |