| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 4/5 | 4:15 PM | Varsity | League | Normal | Away | Wolcott | | | | Wolcott High School - WHS Track and Lower Field | 3:25 PM |
| TUE 4/9 | 4:00 PM | Varsity | Non-League | Normal | Away | Watertown | | | | Thomaston High School - Nystrom Park | 3:00 PM |
| Thomaston | | |
| TUE 4/16 | 4:00 PM | Varsity | League | Normal | Home | WCA | | | | Crosby High School - Jimmy Lee Stadium (turf) | |
| SAT 4/27 | 9:00 AM | Varsity | Non-League | Normal | Away | | | | | Danbury High School - Danbury HS Stadium | 7:00 AM |
| MON 4/29 | 4:30 PM | Varsity | League | Normal | Away | Wilby | | | | Crosby High School - Jimmy Lee Stadium (turf) | 3:25 PM |
| Crosby | | |
| TUE 5/7 | 4:30 PM | Varsity | League | Normal | Away | Torrington | | | | Torrington High School - Torrington High School | |
| SAT 5/11 | 10:00 AM | Varsity | Non-League | Normal | Away | Kennedy | | | | Torrington High School - Torrington High School | 8:15 AM |
| Gilbert | | |
| Seymour | | |
| Torrington | | |
| Watertown | | |
| Northwestern | | |
| Wilby | | |
| | |
| Wamogo | | |
| | |
| Litchfield | | |
| Holy Cross | | |
| Newtown | | |
| Housatonic Regional | | |
| Nonnewaug | | |
| WCA | | |
| Wolcott | | |
| MON 5/13 | 4:00 PM | Varsity | League | Normal | Away | Crosby | | | | Crosby High School - CHS - Jimmy Lee Stadium (Turf) | 3:30 PM |
| SAT 5/18 | 9:00 AM | Varsity | Postseason | Normal | Home | Kennedy | | | | Torrington High School - Track | |
| Torrington | | |
| Wilby | | |
| Oxford | | |
| Naugatuck | | |
| Crosby | | |
| Wolcott | | |
| Watertown | | |
| Derby | | |
| Woodland | | |
| Seymour | | |
| Ansonia | | |
| Holy Cross | | |
| WCA | | |
| WED 5/29 | 10:00 AM | Varsity | Postseason | Normal | Away | | | | | Veteran's Stadium-Willow Brook Park - Veterans Stadium Irv Black track | |