| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 12/12 | 7:00 p.m. | Varsity | League | Normal | Away | StBernard | Win | 57-38 | | St. Bernard School-Powers Gym | |
| THU 12/15 | 6:00 p.m. | Varsity | League | Normal | Home | NathanHaleRay | Win | 47-22 | | Old Saybrook High School-OSHS Gymnasium | |
| TUE 12/20 | 7:00 p.m. | Varsity | League | Normal | Home | Westbrook | Win | 46-24 | | Old Saybrook High School-OSHS Gymnasium | |
| THU 12/22 | 7:00 p.m. | Varsity | League | Normal | Away | CoginchaugReg | Loss | 43-15 | | Coginchaug Regional High School-Maynard Stender Gymnasium @ CRHS | |
| TUE 12/27 | 11:00 a.m. | Varsity | League | Normal | Away | Montville | Win | 45-23 | | Montville High School-Gym | |
| THU 12/29 | 1:00 p.m. | Varsity | League | Normal | Home | StBernard | Win | 39-34 | | Montville High School-Gym | |
| TUE 1/3 | 6:00 p.m. | Varsity | League | Normal | Away | LymeOldLyme | Win | 55-35 | | Lyme-Old Lyme High School-High School Gym | |
| FRI 1/6 | 7:00 p.m. | Varsity | League | Normal | Away | Portland | Win | 40-22 | | Portland High School-PHS Gym | |
| TUE 1/10 | 7:00 p.m. | Varsity | League | Normal | Away | Morgan | Loss | 39-26 | | Morgan School-Gym | |
| FRI 1/13 | 7:00 p.m. | Varsity | League | Normal | Home | EastHampton | Loss | 51-19 | | Old Saybrook High School-OSHS Gymnasium | |
| TUE 1/17 | 6:00 p.m. | Varsity | League | Normal | Home | NorthBranford | Loss | 57-48 | | Old Saybrook High School-OSHS Gymnasium | |
| FRI 1/20 | 7:00 p.m. | Varsity | League | Normal | Away | HaddamKillingworth | Loss | 28-75 | | Haddam Killingworth High School (HK)-Patsy Kamercia Field House | |
| TUE 1/24 | 7:00 p.m. | Varsity | League | Normal | Away | Cromwell | Loss | 59-28 | | Cromwell High School-Jake Salafia Gymnasium | |
| FRI 1/27 | 6:00 p.m. | Varsity | League | Normal | Home | ValleyReg | Loss | 58-32 | | Old Saybrook High School-OSHS Gymnasium | |
| MON 1/30 | 6:00 p.m. | Varsity | League | Normal | Home | NorwichRVT | Win | 59-37 | | Old Saybrook High School-OSHS Gymnasium | |
| TUE 1/31 | 6:00 p.m. | Varsity | League | Normal | Away | NathanHaleRay | Win | 62-41 | | Nathan Hale Ray High School-Gym | |
| FRI 2/3 | 5:30 p.m. | Varsity | League | Normal | Away | Westbrook | Win | 46-34 | | Westbrook High School-Westbrook HS Gym | |
| TUE 2/7 | 7:00 p.m. | Varsity | League | Normal | Home | CoginchaugReg | Loss | 50-27 | | Old Saybrook High School-OSHS Gymnasium | |
| FRI 2/10 | 5:00 p.m. | Varsity | League | Normal | Home | LymeOldLyme | Win | 52-26 | | Old Saybrook High School-OSHS Gymnasium | |
| TUE 2/14 | 7:00 p.m. | Varsity | League | Normal | Home | Portland | Win | 54-25 | | Old Saybrook High School-OSHS Gymnasium | |