| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/10 | 3:45 PM | Varsity | League | Normal | Away | Abbott Tech | Win | 38-17 | | Wooster Cemetary - Wooster Cemetary | |
| TUE 9/17 | 3:45 PM | Varsity | League | Normal | Home | Wright Tech | Win | 30-25 | | Hubbard Park - Hubbard Park Band Shell | |
| TUE 9/17 | 3:45 PM | Varsity | League | Normal | Home | Wolcott Tech | Loss | 15-40 | | Hubbard Park - Hubbard Park Band Shell | |
| FRI 9/20 | 3:45 PM | Varsity | League | Normal | Away | Platt Tech | | | | Eisenhower Park - Eisenhower | |
| TUE 10/1 | 3:45 PM | Varsity | League | Normal | Away | Kaynor Tech | | | | Black Rock State Park - Black Rock State Park | |
| THU 10/3 | 3:45 PM | Varsity | League | Normal | Home | Bullard Havens Tech | | | | Hubbard Park - Hubbard Park Band Shell | |
| TUE 10/8 | 3:45 PM | Varsity | League | Normal | Away | Maloney | | | | Hubbard Park - Tennis courts | |
| Platt | | |
| WED 10/16 | 3:45 PM | Varsity | Postseason | Normal | Away | Kaynor Tech | | | | Wickham Park - Manchester, Ct | |
| Windham Tech | | |
| Vinal Tech | | |
| Wolcott Tech | | |
| Platt Tech | | |
| Norwich Tech | | |
| Wright Tech | | |
| Grasso Tech | | |
| Abbott Tech | | |
| Prince Tech | | |
| Bullard Havens Tech | | |