| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 12/7 | 4:30 PM | Varsity | Scrimmage | Normal | Home | Darien | | | | Lauralton Hall - Gym | |
| SAT 12/9 | 11:30 AM | Varsity | Scrimmage | Normal | Away | Joel Barlow | | | | Joel Barlow High School - Lower Gym | |
| Seymour | | |
| MON 12/11 | 6:15 PM | Varsity | Non-League | Normal | Home | Foran | Loss | 25-58 | | Lauralton Hall - Gym | |
| WED 12/13 | 6:15 PM | Varsity | Non-League | Normal | Home | Stratford | Loss | 43-60 | | Lauralton Hall - Gym | |
| FRI 12/15 | 6:15 PM | Varsity | League | Normal | Home | Shelton | Win | 54-47 | | Lauralton Hall - Gym | |
| TUE 12/19 | 7:00 PM | Varsity | League | Normal | Away | Mercy | Loss | 38-68 | | Mercy High School - Gym | |
| FRI 12/22 | 6:15 PM | Varsity | League | Normal | Home | Hillhouse | Loss | 65-80 | | Lauralton Hall - Gym | |
| WED 12/27 | 4:00 PM | Varsity | Non-League | Normal | Away | Westhill | Win | 42-16 | | Westhill High School - Main Gym | |
| TUE 1/2 | 7:00 PM | Varsity | League | Normal | Away | Lyman Hall | Loss | 21-48 | | Lyman Hall High School - Gymnasium | |
| FRI 1/5 | 6:00 PM | Varsity | League | Normal | Away | Career Magnet | Win | 54-31 | | Career Magnet - Gym | |
| TUE 1/9 | 6:15 PM | Varsity | League | Normal | Home | Amity | Loss | 38-60 | | Lauralton Hall - Gym | |
| FRI 1/12 | 5:00 PM | Varsity | League | Normal | Home | Guilford | Loss | 51-53 | | Lauralton Hall - Gym | |
| WED 1/17 | 7:30 PM | Varsity | League | Normal | Home | Jonathan Law | Win | 49-47 | | Lauralton Hall - Gym | |
| THU 1/18 | 6:00 PM | Varsity | League | Normal | Away | Shelton | Loss | 55-59 | | Shelton High School - Murray Gymnasium | |
| MON 1/22 | 6:15 PM | Varsity | League | Normal | Home | Mercy | Loss | 33-54 | | Lauralton Hall - Gym | |
| FRI 1/26 | Forfeit | Varsity | League | Forfeit | Away | Hillhouse | Loss | 0-1 | | Hillhouse High School - Gym | |
| TUE 1/30 | 6:15 PM | Varsity | League | Normal | Home | Lyman Hall | Loss | 45-48 | | Lauralton Hall - Gym | |
| FRI 2/2 | 5:30 PM | Varsity | League | Normal | Home | Career Magnet | Win | 49-31 | | Lauralton Hall - Gym | |
| SAT 2/3 | 12:00 PM | Varsity | Non-League | Normal | Away | Weston | Loss | 45-59 | | Weston High School - Gym (New) | |
| TUE 2/6 | 7:00 PM | Varsity | League | Normal | Away | Amity | Loss | 34-52 | | Amity Regional High School - Paul D. Mengold Gymnasium | |
| FRI 2/9 | 4:30 PM | Varsity | League | Normal | Away | Guilford | Loss | 44-45 | | Guilford High School - Main Gym GHS | |
| MON 2/12 | 7:00 PM | Varsity | League | Normal | Away | Jonathan Law | Loss | 49-52 | | Jonathan Law High School - James L. Richetelli Memorial Gymnasium | |