| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 4/24 | 4:00 PM | Varsity | League | Normal | Home | Killingly | | | | Plainfield High School - Lower Campus/Football Field/Track | |
| Windham | | |
| WED 5/1 | 4:00 PM | Varsity | League | Normal | Away | Montville | | | | Montville High School - Montville Turf Field | |
| St. Bernard | | |
| Waterford | | |
| MON 5/6 | 4:00 PM | Varsity | League | Normal | Home | Putnam | | | | Plainfield High School - Lower Campus/Football Field/Track | |
| WED 5/8 | 4:00 PM | Varsity | League | Normal | Home | Griswold | | | | Plainfield High School - Lower Campus/Football Field/Track | |
| Wheeler | | |
| MON 5/20 | 2:00 PM | Varsity | Postseason | Normal | Away | Griswold | | | | Griswold High School - Turf Field and Track | |
| Killingly | | |
| Lyman Memorial | | |
| Montville | | |
| Putnam | | |
| St. Bernard | | |
| Tourtellotte | | |
| Wheeler | | |
| Windham | | |