| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 10/2 | 7:00 p.m. | Varsity | League | Normal | Away | Ridgefield | | | | Ridgefield High School-Tiger Hollow Stadium | |
| FRI 10/9 | 7:00 p.m. | Varsity | League | Normal | Home | Staples | | | | Wilton HS-Fujitani Field - Turf | |
| MON 10/19 | 6:00 p.m. | Varsity | League | Normal | Home | Norwalk | | | | Wilton HS-Fujitani Field - Turf | |
| FRI 10/23 | 5:00 p.m. | Varsity | League | Normal | Away | Danbury | | | | Danbury High School-Stadium Turf Field | |