| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/10 | 4:30 PM | Varsity | League | Normal | Away | Waterford | | | | Harkness State Park - Harkness State Park | 3:00 PM - Share with Girls |
| TUE 9/17 | 5:00 PM | Varsity | League | Normal | Home | NFA | | | | Killingly Intermediate School - Killingly Intermediate School | |
| Griswold | | |
| TUE 9/24 | 4:30 PM | Varsity | League | Normal | Away | Stonington | | | | Stonington High School - Palmer Field (Turf Stadium) | 2:00 PM - Share with Girls |
| Wheeler | | |
| TUE 10/1 | 4:15 PM | Varsity | League | Normal | Away | Woodstock Academy | | | | Woodstock Fairgrounds - Woodstock Fairgrounds | 2:45 PM - Share with Girls |
| Rectory School | | |
| Fitch | | |
| TUE 10/8 | 5:00 PM | Varsity | League | Normal | Home | Bacon Academy | | | | Killingly Intermediate School - Killingly Intermediate School | |
| THU 10/17 | 1:30 PM | Varsity | Postseason | Normal | Away | East Lyme | | | | Norwich Golf Course - Norwich Golf Course | 10:45 AM - Share with Girls |
| Fitch | | |
| Griswold | | |
| Ledyard | | |
| Lyman Memorial | | |
| Montville | | |
| New London | | |
| NFA | | |
| Tourtellotte | | |
| Waterford | | |
| Plainfield | | |
| Putnam | | |
| St. Bernard | | |
| Stonington | | |
| Bacon Academy | | |
| Wheeler | | |
| Windham | | |
| Woodstock Academy | | |