| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 9/14 | 3:45 PM | Varsity | League | Normal | Away | Bloomfield | | | | Bloomfield High School - Cross Country Course | |
| WED 9/20 | 3:45 PM | Varsity | League | Normal | Away | Hartford Public | | | | Wethersfield Cove Park - Wethersfield Cove Park | |
| Windsor | | |
| Wethersfield | | |
| TUE 9/26 | Canceled | Varsity | League | Canceled | Away | Windsor | | | | Windsor High School - Northwest Park | |
| TUE 10/3 | 3:45 PM | Varsity | League | Normal | Away | Newington | | | | John Wallace MS - John Wallace MS | |
| TUE 10/10 | 3:45 PM | Varsity | League | Normal | Home | Rocky Hill | | | | Stanley Quarter Park - Cross Country | |