| 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 | HousatonicValleyReg | Loss | 0-3 | | Plumb Hill Field Complex-Varsity Soccer Field | |
| FRI 10/2 | 3:45 p.m. | Varsity | League | Normal | Home | Terryville | Win | 5-2 | | Plumb Hill Field Complex-Varsity Soccer Field | |
| TUE 10/6 | 3:45 p.m. | Varsity | League | Normal | Away | Nonnewaug | Loss | 3-4 | | Nonnewaug High School-Turf Field | |
| FRI 10/9 | 3:45 p.m. | Varsity | League | Normal | Away | NorthwesternReg | Tied | 2-2 | | Northwestern Regional H.S.-Varsity Soccer Field | |
| TUE 10/13 | 3:45 p.m. | Varsity | League | Normal | Home | OliverWolcottRVT | Win | 6-0 | | Plumb Hill Field Complex-Varsity Soccer Field | |
| MON 10/19 | 3:45 p.m. | Varsity | League | Normal | Away | ShepaugValley | Tied | 2-2 | | Shepaug Valley High School-Shepaug Valley Varsity Soccer Field | |
| TUE 10/20 | 3:45 p.m. | Varsity | League | Normal | Away | Gilbert | Win | 3-0 | | Walker Field | |
| FRI 10/23 | 3:45 p.m. | Varsity | League | Normal | Away | Thomaston | Win | 4-0 | | Thomaston Nystrom Park-Nystrom Park Field | |
| THU 11/5 | 3:15 p.m. | Varsity | League | Normal | Home | Nonnewaug | Loss | 1-2 | | Plumb Hill Field Complex-Varsity Soccer Field | |
| FRI 11/6 | 3:15 p.m. | Varsity | League | Normal | Home | NorthwesternReg | Win | 1-0 | | Plumb Hill Field Complex-Varsity Soccer Field | |