| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 12/19 | 7:00 p.m. | Varsity | League | Normal | Home | Bunnell | | | | Canterbury Prep, New Milford, CT-Canterbury School Pool | |
| TUE 1/7 | 4:30 p.m. | Varsity | League | Normal | Away | Pomperaug | | | | Pomperaug High School-PHS Pool | |
| TUE 1/21 | 7:00 p.m. | Varsity | League | Normal | Home | Weston | | | | Canterbury Prep, New Milford, CT-Canterbury School Pool | |
| TUE 1/28 | 7:00 p.m. | Varsity | League | Normal | Home | NewFairfield | | | | Canterbury Prep, New Milford, CT-Canterbury School Pool | |
| TUE 2/4 | 4:00 p.m. | Varsity | League | Normal | Away | Newtown | | | | Newtown High School-pool | |
| FRI 2/7 | 4:30 p.m. | Varsity | League | Normal | Away | ShepaugValley | | | | Shepaug Valley High School-Shepaug Valley Middle & High School Pool | |
| TUE 2/11 | 7:00 p.m. | Varsity | League | Normal | Home | JoelBarlow | | | | Canterbury Prep, New Milford, CT-Canterbury School Pool | |
| FRI 2/21 | 5:00 p.m. | Varsity | League | Normal | Away | Brookfield | | | | Brookfield YMCA | |
| TUE 2/25 | 4:00 p.m. | Varsity | League | Normal | Away | Masuk | | | | Masuk High School-Pool | |