| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 10/1 | 3:45 p.m. | Varsity | League | Normal | Home | Thomaston | Loss | 0-6 | | Walker Field | |
| FRI 10/2 | 3:45 p.m. | Varsity | League | Normal | Away | WamogoReg | Loss | 0-1 | | Wamogo Regional High School-Wamogo Varsity Soccer Field | |
| TUE 10/6 | 3:45 p.m. | Varsity | League | Normal | Home | ShepaugValley | Loss | 0-4 | | Walker Field | |
| THU 10/8 | 3:45 p.m. | Varsity | League | Normal | Away | OliverWolcottRVT | Win | 2-1 | | Oliver Wolcott Technical High School-Wolcott Tech Athletic Complex | |
| WED 10/14 | 3:45 p.m. | Varsity | League | Normal | Away | Terryville | Loss | 0-6 | | Terryville High School-Soccer Field | |
| TUE 10/20 | 3:45 p.m. | Varsity | League | Normal | Home | Litchfield | Loss | 0-3 | | Walker Field | |
| THU 10/22 | 4:00 p.m. | Varsity | League | Normal | Home | NorthwesternReg | Loss | 0-3 | | Walker Field | |
| FRI 10/23 | 3:45 p.m. | Varsity | League | Normal | Home | Nonnewaug | Loss | 0-6 | | Walker Field | |
| TUE 10/27 | 3:45 p.m. | Varsity | League | Normal | Away | HousatonicValleyReg | Loss | 0-7 | | Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer | |
| WED 11/4 | 3:15 p.m. | Varsity | League | Normal | Away | ShepaugValley | Loss | 0-3 | | Shepaug Valley High School-Shepaug Valley Varsity Soccer Field | |
| FRI 11/6 | 3:45 p.m. | Varsity | League | Normal | Home | OliverWolcottRVT | | | | Walker Field | |