| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 4/2 | 3:30 PM | Varsity | League | Normal | Away | Naugatuck | | | | Naugatuck High School - Veterans Field | 2:15 PM - 1 Bus |
| TUE 4/9 | 3:30 PM | Varsity | League | Normal | Away | Holy Cross | | | | Holy Cross - Holy Cross Track | 2:30 PM - 1 Bus |
| TUE 4/16 | 10:00 AM | Varsity | League | Normal | Away | Thomaston | | | | Watertown High School - Watertown High School | |
| Watertown | | |
| TUE 4/23 | 3:45 PM | Varsity | League | Normal | Away | Derby | | | | Leo F. Ryan Athletic Complex - DeFilippo Field | 2:15 PM - 1 Bus |
| Woodland | | |
| TUE 4/30 | 3:30 PM | Varsity | League | Normal | Away | Platt Tech | | | | Seymour High School - Seymour High School Turf Field | 2:00 PM - 1 Bus |
| Seymour | | |
| TUE 5/7 | 3:45 PM | Varsity | League | Normal | Away | Naugatuck | | | | Oxford High School - OHS Wolverine Field (Turf) | 2:15 PM - 1 Bus |
| Oxford | | |
| SAT 5/11 | 10:00 AM | Varsity | Non-League | Normal | Away | | | | | Torrington High School - Torrington High School | |
| | |
| Gilbert | | |
| Holy Cross | | |
| Housatonic Regional | | |
| Litchfield | | |
| Newtown | | |
| Nonnewaug | | |
| Northwestern | | |
| Seymour | | |
| St. Paul Catholic | | |
| Torrington | | |
| Wamogo | | |
| WCA | | |
| Watertown | | |
| Wilby | | |
| Wolcott | | |
| SAT 5/18 | 9:00 AM | Varsity | Postseason | Normal | Away | Ansonia | | | | Torrington High School - Track | |
| Crosby | | |
| Derby | | |
| Holy Cross | | |
| Naugatuck | | |
| Oxford | | |
| Seymour | | |
| St. Paul Catholic | | |
| Torrington | | |
| WCA | | |
| Watertown | | |
| Wilby | | |
| Wolcott | | |
| Woodland | | |