| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/3 | 3:45 PM | Varsity | League | Normal | Home | Cheney Tech | | | | Ellis R V Tech School - Track | |
| MON 9/9 | 3:15 PM | Varsity | League | Normal | Away | Windham Tech | | | | Windham Technical High School - Mansfield Hollow | |
| FRI 9/13 | 3:30 PM | Varsity | Non-League | Normal | Away | Norwich Tech | | | | Nevers Road Park - Nevers Road Park XC Trail | |
| Portland | | |
| South Windsor | | |
| University | | |
| Windham Tech | | |
| Windsor | | |
| Hartford Public | | |
| Lyman Memorial | | |
| Northwest Catholic | | |
| Bristol Central | | |
| Bristol Eastern | | |
| East Catholic | | |
| East Hartford | | |
| East Windsor | | |
| Enfield | | |
| TUE 9/17 | 3:45 PM | Varsity | League | Normal | Away | Norwich Tech | Loss | 20-24 | | Norwich Technical High School - Mohegan Park | |
| Cheney Tech | Loss | 20-35 |
| WED 9/25 | 3:45 PM | Varsity | League | Normal | Away | Prince Tech | | | | Prince Tech High School - Elizabeth Park | |
| TUE 10/1 | 3:45 PM | Varsity | League | Normal | Away | Vinal Tech | | | | Vinal Tech - Vinal CC Course | |
| TUE 10/8 | 3:45 PM | Varsity | League | Normal | Away | Grasso Tech | | | | Grasso Tech - Haley Farm | |
| TUE 10/15 | 3:15 PM | Varsity | League | Normal | Home | Norwich Tech | | | | Ellis R V Tech School - Track | |
| WED 10/16 | 3:00 PM | Varsity | Postseason | Normal | Away | Norwich Tech | | | | Wickham Park - Manchester, Ct | |
| Wilcox Tech | | |
| Abbott Tech | | |
| Cheney Tech | | |
| Wright Tech | | |
| Grasso Tech | | |
| Prince Tech | | |
| Bullard Havens Tech | | |
| Vinal Tech | | |
| Kaynor Tech | | |
| Wolcott Tech | | |
| Platt Tech | | |
| Windham Tech | | |