| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 9/7 | 7:00 PM | Varsity | League | Normal | Home | Wolcott Tech | Loss | 0-3 | | Gilbert School - Gym | |
| TUE 9/12 | 5:15 PM | Varsity | League | Normal | Home | Northwestern | Loss | 0-3 | | Gilbert School - Gym | |
| FRI 9/15 | 5:15 PM | Varsity | League | Normal | Away | Housatonic Regional | Loss | 1-3 | | Housatonic Valley Regional High - Edward S. Tyburski Gym | 2:40 PM |
| TUE 9/19 | 5:15 PM | Varsity | League | Normal | Away | Wamogo | Loss | 0-3 | | Wamogo Regional High School - Large gym | |
| TUE 9/26 | 5:15 PM | Varsity | League | Normal | Away | Terryville | Loss | 0-3 | | Terryville High School - Gym | |
| TUE 10/3 | 6:00 PM | Varsity | League | Normal | Home | Nonnewaug | Loss | 0-3 | | Gilbert School - Gym | |
| TUE 10/10 | 5:45 PM | Varsity | League | Normal | Home | Housatonic Regional | Loss | 0-3 | | Gilbert School - Gym | |
| THU 10/12 | 5:15 PM | Varsity | League | Normal | Home | Wamogo | Loss | 1-3 | | Gilbert School - Gym | |
| FRI 10/13 | 5:30 PM | Varsity | League | Normal | Away | Wolcott Tech | Loss | 0-3 | | Oliver Wolcott Technical High School - Wolcott Tech Gym | |
| TUE 10/17 | 5:15 PM | Varsity | League | Normal | Away | Northwestern | Loss | 0-3 | | Northwestern Regional H.S. - Main Gym | |
| TUE 10/24 | 4:00 PM | Varsity | League | Normal | Home | Terryville | Loss | 0-3 | | Gilbert School - Gym | |
| FRI 10/27 | 5:15 PM | Varsity | League | Normal | Away | Nonnewaug | Loss | 0-3 | | Nonnewaug High School - Gym | |