| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 9/14 | 3:00 PM | Freshman | Scrimmage | Normal | Away | Seymour | | | | Seymour High School - Gym | 2:15 PM |
| THU 9/21 | 4:30 PM | Freshman | League | Normal | Home | East Haven | | | | Woodland High School - Gym | |
| SAT 9/30 | 10:00 AM | Freshman | League | Normal | Home | Crosby | | | | Woodland High School - Gym | |
| Seymour | | |
| Wolcott | | |
| THU 10/12 | 4:00 PM | Freshman | League | Normal | Away | East Haven | | | | East Haven High School - Gym | 2:15 PM |
| SAT 10/14 | 10:00 AM | Freshman | League | Normal | Home | St. Paul Catholic | | | | Woodland High School - Gym | |
| Watertown | | |
| Naugatuck | | |
| TUE 10/17 | 3:45 PM | Freshman | League | Normal | Home | Amity | | | | Woodland High School - Gym | |
| THU 10/19 | 3:30 PM | Freshman | League | Normal | Home | Holy Cross | | | | Woodland High School - Gym | |