| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 9/14 | 4:00 PM | Varsity | League | Normal | Away | Windsor Locks | | | | Windsor Locks High School - Track | |
| THU 9/21 | 4:00 PM | Varsity | League | Normal | Away | Somers | | | | Somers High School - P&R XC Course | |
| Suffield | | |
| WED 9/27 | 4:00 PM | Varsity | League | Normal | Away | East Windsor | | | | Rockville High School - Rockville Track | |
| Rockville | | |
| WED 10/4 | 4:45 PM | Varsity | League | Normal | Home | Coventry | | | | Bolton High School - BHS Cross Country Course | |
| Ellington | | |
| East Granby | | |
| WED 10/11 | 4:15 PM | Varsity | League | Normal | Away | Granby Memorial | | | | Stratton Brook State Park - Stratton Brook State Park | |
| Stafford | | |
| Canton | | |
| WED 10/18 | 12:01 AM | Varsity | League | Normal | Home | Windsor Locks | | | | Bolton High School - BHS Cross Country Course | |
| Stafford | | |
| East Windsor | | |
| Granby Memorial | | |
| Ellington | | |
| | |
| Rockville | | |
| Canton | | |
| Suffield | | |
| Coventry | | |
| East Granby | | |
| Somers | | |