| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/17 | 4:00 PM | Varsity | League | Normal | Away | Fairfield Ludlowe | | | | Waveny Park - Waveny Park | 2:15 PM - 1 Bus - STA |
| New Canaan | | |
| Stamford | | |
| TUE 9/24 | 4:00 PM | Varsity | League | Normal | Home | Bridgeport Central | | | | Tarrywile Park - Tarrywile Park | |
| Brien McMahon | | |
| Fairfield Ludlowe | | |
| Norwalk | | |
| St. Joseph | | |
| TUE 10/8 | 4:00 PM | Varsity | League | Normal | Home | Staples | | | | Tarrywile Park - Tarrywile Park | |
| Trumbull | | |
| Westhill | | |