| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/12 | 4:15 PM | Varsity | League | Normal | Home | Platt Tech | | | | Wooster Cemetary - Wooster Cemetary | |
| TUE 9/19 | 4:15 PM | Varsity | League | Normal | Home | Wilcox Tech | | | | Wooster Cemetary - Wooster Cemetary | |
| TUE 9/26 | 4:15 PM | Varsity | League | Normal | Home | Kaynor Tech | | | | Wooster Cemetary - Wooster Cemetary | |
| Bullard Havens Tech | | |
| TUE 10/3 | 3:45 PM | Varsity | League | Normal | Away | Wolcott Tech | | | | John Minetto State Park - John Minetto State Park | |
| TUE 10/10 | 3:45 PM | Varsity | League | Normal | Away | Wright Tech | | | | Scalzi Park - Scalzi Park | |
| Bullard Havens Tech | | |
| MON 10/16 | 2:00 PM | Varsity | Postseason | Normal | Home | Bullard Havens Tech | | | | Wickham Park - Manchester, Ct | |
| Cheney Tech | | |
| Kaynor Tech | | |
| Grasso Tech | | |
| Platt Tech | | |
| Wright Tech | | |
| Norwich Tech | | |
| Windham Tech | | |
| Wolcott Tech | | |
| Vinal Tech | | |
| Ellis Tech | | |
| Wilcox Tech | | |
| Prince Tech | | |