| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 9/11 | 3:45 PM | Varsity | League | Normal | Home | East Granby | | | | East Windsor Resevoir - East Windsor Resevoir | |
| FRI 9/13 | 3:30 PM | Varsity | Non-League | Normal | Away | East Hartford | | | | Nevers Road Park - Nevers Road Park XC Trail | |
| Enfield | | |
| Bristol Central | | |
| Bristol Eastern | | |
| East Catholic | | |
| Hartford Public | | |
| Ellis Tech | | |
| Lyman Memorial | | |
| Northwest Catholic | | |
| Norwich Tech | | |
| Portland | | |
| South Windsor | | |
| University | | |
| Windham Tech | | |
| Windsor | | |
| WED 9/18 | 4:15 PM | Varsity | League | Normal | Away | Canton | | | | Bolton High School - BHS Cross Country Course | |
| Bolton | | |
| WED 9/25 | 3:45 PM | Varsity | League | Normal | Home | Granby Memorial | | | | East Windsor Resevoir - East Windsor Resevoir | |
| Suffield | | |
| Windsor Locks | | |
| WED 10/2 | 4:00 PM | Varsity | League | Normal | Away | Somers | | | | Ellington High School - Track | |
| Ellington | | |
| Stafford | | |
| WED 10/9 | 4:00 PM | Varsity | League | Normal | Away | Rockville | | | | Coventry High School - Laidlaw Park | |
| Coventry | | |
| WED 10/16 | 3:00 PM | Varsity | Tournament | Normal | Away | Granby Memorial | | | | Bolton High School - BHS Cross Country Course | |
| Ellington | | |
| Bolton | | |
| Canton | | |
| Coventry | | |
| East Granby | | |
| Rockville | | |
| Somers | | |
| Suffield | | |
| SMSA | | |
| Stafford | | |
| Windsor Locks | | |