| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 12/16 | 10:00 AM | Varsity | League | Normal | Away | St. Bernard | | | | USCGA - Roland Hall | 8:00 AM - Share with Girls |
| Fitch | | |
| East Lyme | | |
| Tourtellotte | | |
| Lyman Memorial | | |
| Plainfield | | |
| Old Saybrook | | |
| Waterford | | |
| SAT 12/23 | 10:00 AM | Varsity | League | Normal | Away | Woodstock Academy | | | | USCGA - Roland Hall | 8:00 AM - Share with Girls |
| St. Bernard | | |
| Plainfield | | |
| Tolland | | |
| Montville | | |
| East Lyme | | |
| Griswold | | |
| Waterford | | |
| SAT 12/30 | 4:00 PM | Varsity | League | Normal | Away | Plainfield | | | | USCGA - Roland Hall | 2:00 PM - Share with Girls |
| St. Bernard | | |
| Ellington | | |
| Tolland | | |
| Montville | | |
| East Lyme | | |
| Old Saybrook | | |
| Waterford | | |
| SUN 1/21 | 11:00 AM | Varsity | League | Normal | Away | Tourtellotte | | | | Providence Career & Technical Academy - indoor track | 8:00 AM - Share with Girls |
| Wheeler | | |
| Woodstock Academy | | |
| Windham | | |
| Plainfield | | |
| St. Bernard | | |
| Montville | | |
| Waterford | | |
| Fitch | | |
| Stonington | | |
| Norwich Free Academy | | |
| Griswold | | |
| Ledyard | | |
| Bacon Academy | | |
| East Lyme | | |
| New London | | |
| SAT 2/3 | 4:00 PM | Varsity | League | Normal | Away | Montville | | | | St. Bernard School - USCGA | 2:00 PM - Share with Boys Team |
| Griswold | | |
| Tourtellotte | | |
| Lyman Memorial | | |
| Ledyard | | |
| Windham | | |
| Plainfield | | |
| St. Bernard | | |
| Wheeler | | |
| Bacon Academy | | |
| Stonington | | |