| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 9/14 | 3:45 PM | Varsity | League | Normal | Away | Wright Tech | | | | Hubbard Park - Hubbard Park Band Shell | |
| Wilcox Tech | | |
| THU 9/14 | Postponed | Varsity | Non-League | Postponed | Home | Wolcott Tech | | | | Bullard Havens Tech - Football Field | |
| THU 9/21 | 3:45 PM | Varsity | Non-League | Normal | Home | Platt Tech | | | | Seaside Park - Seaside | |
| TUE 9/26 | 4:15 PM | Varsity | League | Normal | Away | Kaynor Tech | | | | Wooster Cemetary - Wooster Cemetary | |
| Abbott Tech | | |
| TUE 10/3 | 3:45 PM | Varsity | League | Normal | Away | Kaynor Tech | | | | Black Rock State Park - Black Rock State Park | |
| Wilcox Tech | | |
| MON 10/16 | 2:45 PM | Varsity | Postseason | Normal | Away | Windham Tech | | | | Wickham Park - Manchester, Ct | |
| Platt Tech | | |
| Wolcott Tech | | |
| Wilcox Tech | | |
| Vinal Tech | | |
| Abbott Tech | | |
| Kaynor Tech | | |
| Norwich Tech | | |
| Prince Tech | | |
| Grasso Tech | | |
| Wright Tech | | |