| 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 | Litchfield | Win | 63-41 | | Northwestern Regional H.S.-Main Gym | |
| MON 12/23 | 7:00 p.m. | Varsity | League | Normal | Home | Pomperaug | Loss | 50-64 | | Northwestern Regional H.S.-Main Gym | |
| THU 1/2 | 7:00 p.m. | Varsity | League | Normal | Away | ShepaugValley | Loss | 61-72 | | Shepaug Valley High School-Ted Alex Gymnasium | |
| SAT 1/4 | 4:00 p.m. | Varsity | League | Normal | Away | NewFairfield | Loss | 47-63 | | New Fairfield High-High School Gym | |
| MON 1/6 | 5:30 p.m. | Varsity | League | Normal | Away | SportsSciencesAcademy | Loss | 38-46 | | SMSA High School-Main Gym | |
| TUE 1/7 | 7:00 p.m. | Varsity | League | Normal | Home | HousatonicValleyReg | Win | 67-31 | | Northwestern Regional H.S.-Main Gym | |
| FRI 1/10 | 7:00 p.m. | Varsity | League | Normal | Away | Gilbert | Loss | 60-63 | | Gilbert School-Gym | |
| TUE 1/14 | 7:00 p.m. | Varsity | League | Normal | Home | Nonnewaug | Loss | 38-50 | | Northwestern Regional H.S.-Main Gym | |
| FRI 1/17 | 7:00 p.m. | Varsity | League | Normal | Away | WamogoReg | Loss | 45-51 | | Wamogo High School-Wamogo Large Gym | |
| MON 1/20 | 6:00 p.m. | Varsity | League | Normal | Home | OHPlatt | Win | 54-52 | | Northwestern Regional H.S.-Main Gym | |
| TUE 1/21 | 7:00 p.m. | Varsity | League | Normal | Home | Thomaston | Win | 53-43 | | Northwestern Regional H.S.-Main Gym | |
| FRI 1/24 | 7:00 p.m. | Varsity | League | Normal | Away | Terryville | Win | 50-47 | | Terryville High School-Gym | |
| TUE 1/28 | 7:00 p.m. | Varsity | League | Normal | Away | Litchfield | Win | 45-35 | | Litchfield High School-Gym | |
| FRI 1/31 | 7:00 p.m. | Varsity | League | Normal | Home | ShepaugValley | Loss | 61-67 | | Northwestern Regional H.S.-Main Gym | |
| FRI 2/7 | 7:00 p.m. | Varsity | League | Normal | Away | HousatonicValleyReg | Win | 74-39 | | Housatonic Valley Regional High-Gym | |
| TUE 2/11 | 7:00 p.m. | Varsity | League | Normal | Away | Nonnewaug | Win | 66-65 | | Nonnewaug High School-Gym | |
| FRI 2/14 | 7:00 p.m. | Varsity | League | Normal | Home | Gilbert | Win | 75-52 | | Northwestern Regional H.S.-Main Gym | |
| TUE 2/18 | 7:00 p.m. | Varsity | League | Normal | Home | WamogoReg | Loss | 60-70 OT | | Northwestern Regional H.S.-Main Gym | |
| THU 2/20 | 7:00 p.m. | Varsity | League | Normal | Away | Thomaston | Loss | 62-56 | | Thomaston High School-Gym | |
| MON 2/24 | 7:00 p.m. | Varsity | League | Normal | Home | Terryville | Loss | 46-50 | | Northwestern Regional H.S.-Main Gym | |