| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 10/1 | 3:45 p.m. | Varsity | League | Normal | Away | Thomaston | Win | 4-1 | | Nystrom Park-Nystrom Park Field | |
| FRI 10/2 | 3:45 p.m. | Varsity | League | Normal | Home | WamogoReg | Loss | 4-1 | | Walker Field | |
| TUE 10/6 | 3:45 p.m. | Varsity | League | Normal | Away | ShepaugValley | Tied | 1-1 | | Shepaug Valley High School-Shepaug Valley Varsity Soccer Field | |
| FRI 10/9 | 4:00 p.m. | Varsity | League | Normal | Home | OliverWolcottRVT | Win | 3-1 | | Walker Field | |
| WED 10/14 | 3:45 p.m. | Varsity | League | Normal | Home | Terryville | Win | 1-0 | | Walker Field | |
| THU 10/15 | 3:45 p.m. | Varsity | League | Normal | Away | NorthwesternReg | Loss | 8-0 | | Northwestern Regional H.S.-Varsity Soccer Field | |
| TUE 10/20 | 3:45 p.m. | Varsity | League | Normal | Away | Litchfield | Loss | 5-3 | | Plumb Hill Field Complex-Varsity Soccer Field | |
| FRI 10/23 | 3:45 p.m. | Varsity | League | Normal | Away | Nonnewaug | Loss | 9-1 | | Nonnewaug High School-Varsity Field | |
| TUE 10/27 | 3:45 p.m. | Varsity | League | Normal | Home | HousatonicValleyReg | Loss | 3-1 | | Walker Field | |
| WED 11/4 | 3:45 p.m. | Varsity | League | Normal | Home | ShepaugValley | Tied | 2-2 | | Walker Field | |
| FRI 11/6 | 3:45 p.m. | Varsity | League | Normal | Away | OliverWolcottRVT | Win | 2-1 | | Oliver Wolcott Technical High School-Wolcott Tech Athletic Complex | |