| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/10 | 4:30 PM | Varsity | League | Normal | Away | Plainfield | | | | Plainfield High School Athletic Upper Complex - Cross Country Course | |
| Putnam | | |
| TUE 9/17 | 4:30 PM | Varsity | League | Normal | Away | Montville | | | | Montville High School - XC Course | |
| Tourtellotte | | |
| TUE 10/1 | 5:15 PM | Varsity | League | Normal | Home | Lyman Memorial | | | | St. Bernard School - Track | |
| Wheeler | | |
| TUE 10/8 | 5:15 PM | Varsity | League | Normal | Home | Griswold | | | | St. Bernard School - Track | |
| New London | | |
| Windham | | |