| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 12/5 | 4:00 PM | Varsity | Scrimmage | Normal | Away | Windham Tech | | | | Windham Technical High School - Gym | 2:35 PM - 1 Bus |
| THU 12/7 | Canceled | Varsity | Scrimmage | Canceled | Home | Stonington | | | | Valley Regional High School - Valley Regional High School Gym | |
| West Haven | | |
| FRI 12/8 | 5:00 PM | Varsity | Scrimmage | Normal | Home | East Haven | | | | Valley Regional High School - Valley Regional High School Gym | |
| East Lyme | | |
| Wheeler | | |
| THU 12/14 | 7:00 PM | Varsity | League | Normal | Home | North Branford | Win | 69-55 | | Valley Regional High School - Valley Regional High School Gym | |
| SAT 12/16 | 3:00 PM | Varsity | Non-League | Normal | Away | New Milford | Loss | 48-52 | | New Milford High School - Main Gym - NMHS | 10:45 AM - 1 Bus - w/ JV |
| TUE 12/19 | 7:00 PM | Varsity | League | Normal | Home | East Hampton | Loss | 58-68 | | Valley Regional High School - Valley Regional High School Gym | |
| FRI 12/22 | 7:00 PM | Varsity | League | Normal | Away | Cromwell | Loss | 42-68 | | Cromwell High School - Jake Salafia Gymnasium | 4:15 PM - 1 Bus - w/ JV |
| TUE 1/2 | 7:00 PM | Varsity | League | Normal | Away | Haddam Killingworth | Loss | 42-67 | | Haddam Killingworth High School (HK) - Patsy Kamercia Field House | 4:30 PM - 1 Bus - w/ JV |
| FRI 1/5 | 7:00 PM | Varsity | League | Normal | Home | Morgan | Loss | 44-65 | | Valley Regional High School - Valley Regional High School Gym | |
| WED 1/10 | 7:15 PM | Varsity | League | Normal | Home | Coginchaug | Win | 64-51 | | Valley Regional High School - Valley Regional High School Gym | |
| THU 1/11 | 7:00 PM | Varsity | League | Normal | Away | Portland | Loss | 54-60 | | Portland High School - PHS Gym | 4:15 PM - w/JV |
| WED 1/17 | 7:00 PM | Varsity | League | Normal | Away | Old Lyme | Loss | 55-66 | | Lyme-Old Lyme High School - High School Gym | 4:15 PM - w/JV |
| FRI 1/19 | 7:00 PM | Varsity | League | Normal | Home | Westbrook | Win | 55-40 | | Valley Regional High School - Valley Regional High School Gym | |
| SAT 1/20 | 1:00 PM | Varsity | Non-League | Normal | Away | New Fairfield | Loss | 32-91 | | New Fairfield High School - High School Gym | 8:30 AM - 1 Bus - w/ JV |
| WED 1/24 | 6:30 PM | Varsity | League | Normal | Home | Hale Ray | Win | 61-56 | | Valley Regional High School - Valley Regional High School Gym | |
| FRI 1/26 | 7:00 PM | Varsity | League | Normal | Away | Old Saybrook | Loss | 42-58 | | Old Saybrook High School - OSHS Gymnasium | 4:30 PM - 1 Bus - w/ JV |
| TUE 1/30 | 7:00 PM | Varsity | League | Normal | Away | North Branford | Loss | 41-53 | | JEROME HARRISON SCHOOL - Gym | 4:00 PM - 1 Bus - w/ jv |
| THU 2/1 | 7:00 PM | Varsity | League | Normal | Away | East Hampton | Loss | 59-62 | | East Hampton High School - Gym | 5:00 PM - 1 Bus - w/ JV |
| TUE 2/6 | 7:00 PM | Varsity | League | Normal | Home | Cromwell | Loss | 44-59 | | Valley Regional High School - Valley Regional High School Gym | |
| FRI 2/9 | 7:00 PM | Varsity | League | Normal | Home | Haddam Killingworth | Loss | 53-61 | | Valley Regional High School - Valley Regional High School Gym | |
| MON 2/12 | 7:00 PM | Varsity | League | Normal | Away | Morgan | Loss | 41-61 | | Morgan School - Gym | 4:30 PM - 1 Bus - w/ JV |
| WED 2/14 | 7:00 PM | Varsity | Non-League | Normal | Home | Fitch | Loss | 56-83 | | Valley Regional High School - Valley Regional High School Gym | |
| FRI 2/16 | 7:00 PM | Varsity | Non-League | Normal | Home | Harding | Loss | 39-57 | | Valley Regional High School - Valley Regional High School Gym | |