| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/12 | 3:45 PM | Varsity | League | Normal | Home | Norwich Tech | | | | Vinal Tech - Vinal CC Course | |
| Windham Tech | | |
| TUE 9/19 | 3:45 PM | Varsity | League | Normal | Away | Ellis Tech | | | | Owen Bell Park - X-C Course | |
| TUE 9/26 | 3:45 PM | Varsity | League | Normal | Home | Grasso Tech | | | | Vinal Tech - Vinal CC Course | |
| TUE 10/3 | 3:45 PM | Varsity | League | Normal | Home | Prince Tech | | | | Vinal Tech - Vinal CC Course | |
| Norwich Tech | | |
| TUE 10/10 | 3:45 PM | Varsity | League | Normal | Away | Prince Tech | | | | Cheney Tech. - Wickham Park 2 | |
| | |
| MON 10/16 | 2:45 PM | Varsity | Postseason | Normal | Away | Wilcox Tech | | | | Wickham Park - Manchester, Ct | |
| Abbott Tech | | |
| Wolcott Tech | | |
| Norwich Tech | | |
| Platt Tech | | |
| Kaynor Tech | | |
| Windham Tech | | |
| Wright Tech | | |
| Prince Tech | | |
| Bullard Havens Tech | | |
| Grasso Tech | | |