| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/12 | 3:45 PM | Varsity | League | Normal | Away | Rocky Hill | | | | Elm Ridge Park / Vincino Field - Elm Ridge Park | |
| Newington | | |
| WED 9/20 | 3:45 PM | Varsity | League | Normal | Away | New Britain | | | | Wethersfield Cove Park - Wethersfield Cove Park | |
| Wethersfield | | |
| Hartford Public | | |
| TUE 9/26 | Canceled | Varsity | League | Canceled | Home | New Britain | | | | Windsor High School - Northwest Park | |
| FRI 9/29 | Canceled | Varsity | Non-League | Canceled | Away | South Windsor | | | | Nevers Road Park - Nevers Road Park XC Trail | |
| Hale Ray | | |
| Avon | | |
| Parish Hill | | |
| Bloomfield | | |
| University | | |
| East Catholic | | |
| Stafford | | |
| Bristol Central | | |
| Bristol Eastern | | |
| East Hartford | | |
| Lyman Memorial | | |
| Northwest Catholic | | |
| Windham | | |
| TUE 10/10 | 3:45 PM | Varsity | League | Normal | Home | Bloomfield | | | | Windsor High School - Northwest Park | |
| FRI 10/13 | 4:00 PM | Varsity | Non-League | Normal | Away | Cromwell | | | | Nevers Road Park - Nevers Road Park XC Trail | |
| East Catholic | | |
| Bulkeley | | |
| South Windsor | | |
| University | | |
| Avon | | |
| Parish Hill | | |
| Windham | | |
| RHAM | | |
| East Hartford | | |
| Hale Ray | | |
| Lyman Memorial | | |
| Norwich Tech | | |
| Enfield | | |