| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/10 | 3:30 PM | Varsity | League | Normal | Away | Waterford | | | | Harkness State Park - Harkness State Park | 2:00 PM - Share with Girls |
| TUE 9/17 | 5:00 PM | Varsity | League | Normal | Home | Griswold | | | | Killingly Intermediate School - Killingly Intermediate School | |
| Norwich Free Academy | | |
| TUE 9/24 | 4:30 PM | Varsity | League | Normal | Away | Stonington | | | | Stonington High School - Palmer Field (Turf Stadium) | 2:00 PM - Share with Girls |
| TUE 10/1 | 4:15 PM | Varsity | League | Normal | Away | Fitch | | | | Woodstock Fairgrounds - Woodstock Fairgrounds | 2:45 PM - Share with Girls |
| Woodstock Academy | | |
| TUE 10/8 | 5:00 PM | Varsity | League | Normal | Home | Bacon Academy | | | | Killingly Intermediate School - Killingly Intermediate School | |