| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 12/23 | 11:00 AM | Varsity | Non-League | Normal | Away | Hale Ray | | | | Derby High School - DHS Vitello Gym | |
| TUE 1/7 | 7:00 PM | Varsity | League | Normal | Away | Housatonic Regional | | | | Housatonic Valley Regional High - Edward S. Tyburski Gym | |
| WED 1/22 | 7:00 PM | Varsity | Non-League | Normal | Home | Platt | | | | Shepaug Valley High School - Ted Alex Gymnasium | |
| MON 1/27 | 7:00 PM | Varsity | League | Normal | Away | Northwestern | | | | Northwestern Regional H.S. - Main Gym | |
| WED 1/29 | 5:30 PM | Varsity | League | Normal | Away | Kaynor Tech | | | | Kaynor Technical School - Kaynor Gymnasium | |
| FRI 2/14 | 7:00 PM | Varsity | League | Normal | Away | Thomaston | | | | Thomaston High School - Gym | |