| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/12 | 4:15 PM | Varsity | League | Normal | Away | Seymour | | | | Seymour High School - Softball Diamond | 2:15 PM - 1 Bus |
| TUE 9/19 | 4:15 PM | Varsity | League | Normal | Away | St. Paul Catholic | | | | St. Paul Catholic HS - SP Track | 12:00 PM |
| Torrington | | |
| Wolcott | | |
| TUE 9/26 | 3:00 PM | Varsity | League | Normal | Away | Oxford | | | | Oxford High School - OHS Wolverine Field (Turf) | 2:30 PM - 1 Bus |
| Watertown | | |
| Wilby | | |
| TUE 10/3 | 2:45 PM | Varsity | League | Normal | Away | Naugatuck | | | | Woodland High School - Track | |
| WCA | | |
| Woodland | | |
| TUE 10/10 | 3:45 PM | Varsity | League | Normal | Away | Crosby | | | | Holy Cross - Alumni Field | 2:45 PM - 1 Bus |
| Derby | | |
| Holy Cross | | |