| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 9/9 | 5:00 PM | Freshman | Non-League | Normal | Away | Wilton | | | | Wilton High School - Nicholas Zeoli Field House | |
| WED 9/11 | 5:00 PM | Freshman | Non-League | Normal | Home | Brien McMahon | | | | New Milford High School - Small Gym - NMHS | |
| FRI 9/20 | 4:00 PM | Freshman | League | Normal | Away | Masuk | | | | Masuk High School - David Strong Gymnasium @ Masuk HS | |
| FRI 9/27 | 4:00 PM | Freshman | League | Normal | Away | Stratford | | | | Stratford High School - Gym | |
| TUE 10/1 | 4:00 PM | Freshman | Non-League | Normal | Away | Brookfield | | | | Brookfield High School - BHS Small Gym | |
| THU 10/10 | 4:00 PM | Freshman | League | Normal | Away | Pomperaug | | | | Pomperaug High School - Auxiliary Gym | |