| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 12/13 | 8:00 p.m. | Varsity | League | Normal | Away | Immaculate | Loss | 37-63 | | Immaculate | |
| SAT 12/15 | 6:00 p.m. | Varsity | League | Normal | Away | HenryAbbottRVT | Loss | 47-50 | | Immaculate High School | |
| THU 12/27 | 6:00 p.m. | Varsity | League | Normal | Away | Weston | Loss | 61-63 | | WHS Gymnasium | |
| FRI 12/28 | 7:00 p.m. | Varsity | League | Normal | Home | Darien | Loss | 50-51 | | Bethel High School | |
| FRI 1/4 | 7:00 p.m. | Varsity | League | Normal | Away | NewMilford | Loss | 54-72 | | New Milford High School | |
| MON 1/7 | 7:00 p.m. | Varsity | League | Normal | Home | Brookfield | Loss | 34-60 | | Bethel High School | |
| WED 1/9 | 7:00 p.m. | Varsity | League | Normal | Away | Bunnell | Loss | 53-75 | | Bunnell | |
| FRI 1/11 | 7:00 p.m. | Varsity | League | Normal | Home | Newtown | Loss | 37-66 | | Bethel High School | |
| TUE 1/15 | 7:00 p.m. | Varsity | League | Normal | Home | NewMilford | Loss | 43-47 | | Bethel High School | |
| THU 1/17 | 6:00 p.m. | Varsity | League | Normal | Away | HenryAbbottRVT | Loss | 47-56 | | Daniel A. Garamella Memorial Gymnasium | |
| SAT 1/19 | 1:00 p.m. | Varsity | League | Normal | Away | JoelBarlow | Loss | 39-60 | | JBHS Lower Gym | |
| TUE 1/22 | 7:00 p.m. | Varsity | League | Normal | Away | Stratford | Loss | 59-77 | | Needham Memorial Gymnasium | |
| THU 1/24 | 7:00 p.m. | Varsity | League | Normal | Home | Pomperaug | Win | 44-42 | | Bethel High School | |
| MON 1/28 | 7:00 p.m. | Varsity | League | Normal | Away | Brookfield | Loss | 33-34 | | BHS Big Gym | |
| FRI 2/1 | 7:00 p.m. | Varsity | League | Normal | Away | NewFairfield | Loss | 31-42 | | NFHS Gym | |
| WED 2/6 | 7:00 p.m. | Varsity | League | Normal | Home | Immaculate | Loss | 31-48 | | Bethel High School | |
| FRI 2/8 | 7:00 p.m. | Varsity | League | Normal | Away | Masuk | Loss | 46-63 | | David Strong Gymnasium @ Masuk High School | |
| THU 2/14 | 7:00 p.m. | Varsity | League | Normal | Home | KolbeCathedral | Loss | 46-56 | | Bethel High School | |
| SAT 2/16 | 3:15 p.m. | Varsity | League | Normal | Home | Weston | Win | 49-42 | | Bethel High School | |
| TUE 2/19 | 7:00 p.m. | Varsity | League | Normal | Home | NotreDameCatholic | Loss | 38-53 | | Bethel High School | |