| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 12/15 | 4:00 PM | Freshman | Non-League | Normal | Away | St. Joseph | | | | St. Joseph High School - Gym | |
| MON 12/18 | 4:00 PM | Freshman | Non-League | Normal | Home | Stamford | | | | Immaculate High School - Immaculate Gym | |
| MON 1/8 | Postponed | Freshman | League | Postponed | Home | Newtown | | | | Immaculate High School - Immaculate Gym | |
| SAT 1/20 | 12:30 PM | Freshman | Non-League | Normal | Home | Fairfield Ludlowe | | | | Immaculate High School - Immaculate Gym | |
| FRI 1/26 | Postponed | Freshman | League | Postponed | Home | Joel Barlow | | | | Immaculate High School - Immaculate Gym | |
| SAT 1/27 | 10:00 AM | Freshman | League | Normal | Home | New Fairfield | | | | Immaculate High School - Immaculate Gym | |
| SAT 2/3 | 10:00 AM | Freshman | Non-League | Normal | Away | New Fairfield | | | | New Fairfield High School - High School Gym | |