| 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 | Nonnewaug | Win | 1-0 | | Northwestern Regional H.S.-Varsity Soccer Field | |
| MON 10/5 | 3:45 p.m. | Varsity | League | Normal | Home | HousatonicValleyReg | Win | 3-2 | | Northwestern Regional H.S.-Varsity Soccer Field | |
| TUE 10/6 | 3:45 p.m. | Varsity | League | Normal | Away | OliverWolcottRVT | Win | 4-0 | | Oliver Wolcott Technical High School-Wolcott Tech Athletic Complex | |
| FRI 10/9 | 3:45 p.m. | Varsity | League | Normal | Away | Litchfield | Loss | 1-3 | | Plumb Hill Field Complex-Varsity Soccer Field | |
| WED 10/14 | 3:45 p.m. | Varsity | League | Normal | Away | ShepaugValley | Tied | 1-1 | | Shepaug Valley High School-Shepaug Valley Varsity Soccer Field | |
| THU 10/15 | 3:45 p.m. | Varsity | League | Normal | Home | Gilbert | Win | 8-0 | | Northwestern Regional H.S.-Varsity Soccer Field | |
| TUE 10/20 | 3:45 p.m. | Varsity | League | Normal | Away | Thomaston | Win | 4-2 | | Nystrom Park-Nystrom Park Field | |
| FRI 10/23 | 3:45 p.m. | Varsity | League | Normal | Home | WamogoReg | | | | Northwestern Regional H.S.-Varsity Soccer Field | |
| TUE 10/27 | 3:45 p.m. | Varsity | League | Normal | Away | Terryville | Win | 6-0 | | Terryville High School-Soccer Field | |
| TUE 11/3 | 3:15 p.m. | Varsity | League | Normal | Away | Nonnewaug | Loss | 1-4 | | Nonnewaug High School-Turf Field | |
| FRI 11/6 | 3:15 p.m. | Varsity | League | Normal | Home | Litchfield | Loss | 1-2 | | Northwestern Regional H.S.-Varsity Soccer Field | |