| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 12/16 | 5:30 p.m. | Varsity | League | Normal | Home | ShepaugValley | Loss | 22-50 | | Litchfield High School-Gym | |
| THU 12/19 | 6:00 p.m. | Varsity | League | Normal | Home | NorthwesternReg | Loss | 24-62 | | Litchfield High School-Gym | |
| FRI 12/20 | 6:00 p.m. | Varsity | League | Normal | Away | AchievementFirst | Win | 45-25 | | Achievement First-North Gym | |
| FRI 12/27 | 11:30 a.m. | Varsity | League | Normal | Home | Maloney | Loss | 30-46 | | Litchfield High School-Gym | |
| FRI 1/3 | 5:30 p.m. | Varsity | League | Normal | Home | Gilbert | Loss | 23-40 | | Litchfield High School-Gym | |
| SAT 1/4 | 5:30 p.m. | Varsity | League | Normal | Away | HousatonicValleyReg | Loss | 37-51 | | Housatonic Valley Regional High-Gym | |
| TUE 1/7 | 7:00 p.m. | Varsity | League | Normal | Away | Nonnewaug | Loss | 34-61 | | Nonnewaug High School-Nonnewaug's Gym | |
| THU 1/9 | 6:00 p.m. | Varsity | League | Normal | Home | WamogoReg | Win | 36-30 | | Litchfield High School-Gym | |
| MON 1/13 | 7:00 p.m. | Varsity | League | Normal | Home | Terryville | Win | 48-44 | | Litchfield High School-Gym | |
| TUE 1/14 | 6:30 p.m. | Varsity | League | Normal | Away | Thomaston | Loss | 31-57 | | Thomaston High School-Gym | |
| TUE 1/21 | 5:30 p.m. | Varsity | League | Normal | Away | MedPro | Win | 50-20 | | Innovation-Gymnasium | |
| FRI 1/24 | 7:00 p.m. | Varsity | League | Normal | Away | ShepaugValley | Loss | 18-55 | | Shepaug Valley High School-Ted Alex Gymnasium | |
| FRI 1/31 | 6:00 p.m. | Varsity | League | Normal | Home | HousatonicValleyReg | Loss | 33-40 | | Litchfield High School-Gym | |
| MON 2/3 | 5:00 p.m. | Varsity | League | Normal | Away | OliverWolcottRVT | Loss | 37-41 | | Oliver Wolcott Technical High School-Gym | |
| TUE 2/4 | 5:30 p.m. | Varsity | League | Normal | Away | Gilbert | Loss | 34-48 | | Gilbert School-Gym | |
| SAT 2/8 | 12:00 p.m. | Varsity | League | Normal | Home | Nonnewaug | Loss | 25-68 | | Litchfield High School-Gym | |
| TUE 2/11 | 6:00 p.m. | Varsity | League | Normal | Home | Thomaston | Loss | 28-49 | | Litchfield High School-Gym | |
| WED 2/12 | 3:00 p.m. | Varsity | League | Normal | Away | NorthwesternReg | Loss | 32-47 | | Northwestern Regional H.S.-Main Gym | |
| FRI 2/14 | 5:30 p.m. | Varsity | League | Normal | Away | WamogoReg | Loss | 22-39 | | Wamogo High School-Wamogo Large Gym | |
| TUE 2/18 | 6:00 p.m. | Varsity | League | Normal | Away | Terryville | Win | 39-37 | | Terryville High School-Gym | |