| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 12/5 | 6:00 PM | Varsity | Scrimmage | Normal | Away | Cromwell | | | | Cromwell High School - Jake Salafia Gymnasium | 5:00 PM - 1 Bus |
| Manchester | | |
| FRI 12/8 | 5:00 PM | Varsity | Scrimmage | Normal | Home | Enfield | | | | Middletown High School - Main Gym | |
| Glastonbury | | |
| SAT 12/16 | 6:00 PM | Varsity | League | Normal | Home | East Catholic | Loss | 46-81 | | Trinity College - GHPA Classic / At Trinity College | |
| TUE 12/19 | 6:45 PM | Varsity | League | Normal | Home | East Hartford | Win | 82-68 | | Middletown High School - Main Gym | |
| THU 12/21 | 6:45 PM | Varsity | League | Normal | Away | Lewis Mills | Loss | 40-53 | | Lewis Mills High School - Gymnasium | 4:15 PM - 1 Bus |
| THU 12/28 | 12:00 PM | Varsity | Non-League | Normal | Away | St. Joseph | Loss | 68-72 | | St. Joseph High School - Gym | 8:30 AM - 1 Bus |
| WED 1/3 | 6:45 PM | Varsity | League | Normal | Away | Bristol Central | Win | 71-55 | | Bristol Central High School - Charles C. Marsh Gymnasium | 4:15 PM - 1 Bus |
| FRI 1/5 | 6:45 PM | Varsity | League | Normal | Away | Farmington | Loss | 51-56 | | Farmington High School - Farmington High School | 4:15 PM - 1 Bus |
| TUE 1/9 | 6:45 PM | Varsity | League | Normal | Away | Platt | Win | 66-63 | | Platt High School - Gym | 4:15 PM - 1 Bus |
| FRI 1/12 | 5:15 PM | Varsity | League | Normal | Home | Plainville | Win | 76-42 | | Middletown High School - Main Gym | |
| SAT 1/13 | 3:30 PM | Varsity | League | Normal | Away | Portland | Win | 81-58 | | Portland High School - PHS Gym | 12:45 PM - 1 Bus |
| WED 1/17 | 6:45 PM | Varsity | League | Normal | Home | Prince Tech | Win | 90-36 | | Middletown High School - Main Gym | |
| WED 1/24 | 6:45 PM | Varsity | League | Normal | Away | Hall | Win | 58-55 | | Hall High School - Robinson Gym | 4:15 PM - 1 Bus |
| FRI 1/26 | 6:45 PM | Varsity | League | Normal | Away | Conard | Loss | 69-78 | | Conard High School - Main Gym | 4:15 PM - 1 Bus |
| MON 1/29 | 6:45 PM | Varsity | League | Normal | Away | Maloney | Win | 78-62 | | Maloney High School - Gym | 4:15 PM - 1 Bus |
| THU 2/1 | 6:45 PM | Varsity | Non-League | Normal | Home | Newington | Loss | 54-77 | | Middletown High School - Main Gym | |
| MON 2/5 | 6:45 PM | Varsity | League | Normal | Home | Platt | Win | 85-76 | | Middletown High School - Main Gym | |
| THU 2/8 | 6:45 PM | Varsity | League | Normal | Home | Bristol Eastern | Loss | 60-68 | | Middletown High School - Main Gym | |
| THU 2/15 | 5:15 PM | Varsity | League | Normal | Home | Windsor | Loss | 64-76 | | Middletown High School - Main Gym | |
| FRI 2/16 | 6:45 PM | Varsity | League | Normal | Home | Northwest Catholic | Loss | 61-71 | | Middletown High School - Main Gym | |
| MON 2/19 | 6:45 PM | Varsity | League | Normal | Away | Berlin | Win | 66-53 | | Berlin High School - Gibney Gymnasium | 4:15 PM - 1 Bus |
| TUE 2/20 | 6:45 PM | Varsity | League | Normal | Home | Bloomfield | Loss | 48-62 | | Middletown High School - Main Gym | |
| THU 2/22 | 5:00 PM | Varsity | Postseason | Normal | Away | Northwest Catholic | | | | Northwest Catholic High School (Primary) - Johnson Gym | 3:00 PM - 1 Bus |
| MON 3/4 | 6:00 PM | Varsity | Tournament | Normal | Away | Wilton | Loss | 69-70 | | Wilton High School - Nicholas Zeoli Field House | 3:00 PM - 1 Bus |