| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 9/7 | 12:30 PM | Varsity | Non-League | Normal | Away | | | | | Stratton Brook State Park - Stratton Brook State Park | 9:00 AM |
| TUE 9/10 | 4:30 PM | Varsity | League | Normal | Home | Montville | | | | Lyman Memorial High School - Track | |
| New London | | |
| FRI 9/13 | 3:30 PM | Varsity | Non-League | Normal | Away | Northwest Catholic | | | | Nevers Road Park - Nevers Road Park XC Trail | |
| Norwich Tech | | |
| Portland | | |
| South Windsor | | |
| University | | |
| FRI 9/13 | 4:00 PM | Varsity | Non-League | Normal | Away | | | | | Nevers Road Park - Nevers Road Park XC Trail | 1:15 PM |
| FRI 9/13 | 3:30 PM | Varsity | Non-League | Normal | Away | Bristol Central | | | | Nevers Road Park - Nevers Road Park XC Trail | |
| Bristol Eastern | | |
| East Catholic | | |
| East Hartford | | |
| East Windsor | | |
| Enfield | | |
| Hartford Public | | |
| Ellis Tech | | |
| Windham Tech | | |
| Windsor | | |
| TUE 9/17 | 3:30 PM | Varsity | League | Normal | Away | Windham | | | | St. Marie Greenhalgh Sports Complex - Nature Trail | 1:00 PM |
| Putnam | | |
| SAT 9/21 | 9:00 AM | Varsity | League | Normal | Away | | | | | Winding Trails Center - Winding Trails Center | 6:00 AM |
| SAT 9/28 | 12:00 PM | Varsity | Non-League | Normal | Away | | | | | Goddard Park - Goddard Park | 12:01 AM |
| TUE 10/1 | 5:15 PM | Varsity | League | Normal | Away | St. Bernard | | | | St. Bernard School - Track | 2:15 PM |
| Wheeler | | |
| TUE 10/8 | 4:30 PM | Varsity | League | Normal | Away | Tourtellotte | | | | Plainfield High School Athletic Upper Complex - Cross Country Course | 2:15 PM |
| Plainfield | | |
| THU 10/17 | 1:30 PM | Varsity | Postseason | Normal | Away | Plainfield | | | | Norwich Golf Course - Norwich Golf Course | 11:30 AM |
| NFA | | |
| New London | | |
| Montville | | |
| Stonington | | |
| Tourtellotte | | |
| Waterford | | |
| Putnam | | |
| St. Bernard | | |
| Bacon Academy | | |
| East Lyme | | |
| Killingly | | |
| Ledyard | | |
| Fitch | | |
| Griswold | | |
| Wheeler | | |
| Windham | | |
| Woodstock Academy | | |