| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/10 | 3:45 PM | Varsity | League | Normal | Home | Wilcox Tech | Loss | 17-38 | | Wooster Cemetary - Wooster Cemetary | |
| TUE 9/17 | 3:45 PM | Varsity | League | Normal | Home | Bullard Havens Tech | | | | Wooster Cemetary - Wooster Cemetary | |
| TUE 9/24 | 4:15 PM | Varsity | League | Normal | Home | Platt Tech | | | | Wooster Cemetary - Wooster Cemetary | |
| TUE 10/1 | 4:15 PM | Varsity | League | Normal | Home | Wright Tech | | | | Wooster Cemetary - Wooster Cemetary | |
| WED 10/16 | 3:45 PM | Varsity | Postseason | Normal | Home | Norwich Tech | | | | Wickham Park - Manchester, Ct | |
| Wolcott Tech | | |
| Platt Tech | | |
| Grasso Tech | | |
| Prince Tech | | |
| Bullard Havens Tech | | |
| Vinal Tech | | |
| Kaynor Tech | | |
| Windham Tech | | |
| Wilcox Tech | | |
| Wright Tech | | |