| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/11 | 5:45 p.m. | Varsity | League | Normal | Away | BridgeportCentral | Win | 3-0 | | Central H.S. Gym | |
| SAT 9/12 | 3:00 p.m. | Varsity | League | Normal | Away | NewCanaan | Loss | 0-3 | | NCHS Gymnasium | |
| WED 9/16 | 7:00 p.m. | Varsity | League | Normal | Away | NewMilford | Win | 3-1 | | New Milford High School | |
| FRI 9/18 | 4:30 p.m. | Varsity | League | Normal | Home | TrinityCatholic | Loss | 1-3 | | Nicholas Zeoli Field House | |
| FRI 9/25 | 4:30 p.m. | Varsity | League | Normal | Home | BridgeportCentral | Win | 3-0 | | Nicholas Zeoli Field House | |
| MON 9/28 | 4:30 p.m. | Varsity | League | Normal | Away | Greenwich | Loss | 0-3 | | GHS Gymnasium | |
| WED 9/30 | 5:45 p.m. | Varsity | League | Normal | Home | StJoseph | Loss | 1-3 | | Nicholas Zeoli Field House | |
| FRI 10/2 | 5:30 p.m. | Varsity | League | Normal | Away | FairfieldWarde | Loss | 0-3 | | Fairfield Warde Large Gym | |
| MON 10/5 | 5:45 p.m. | Varsity | League | Normal | Away | FairfieldLudlowe | Loss | 0-3 | | FLHS Main Gym | |
| WED 10/7 | 5:45 p.m. | Varsity | League | Normal | Home | Ridgefield | Loss | 0-3 | | Nicholas Zeoli Field House | |
| FRI 10/9 | 5:30 p.m. | Varsity | League | Normal | Away | TrinityCatholic | Loss | 0-3 | | Walsh Court | |
| TUE 10/13 | 5:45 p.m. | Varsity | League | Normal | Home | Danbury | Loss | 0-3 | | Nicholas Zeoli Field House | |
| WED 10/14 | 4:30 p.m. | Varsity | League | Normal | Away | Darien | Loss | 0-3 | | DHS Main Gym | |
| FRI 10/16 | 4:30 p.m. | Varsity | League | Normal | Home | Trumbull | Loss | 1-3 | | Nicholas Zeoli Field House | |
| MON 10/19 | 4:30 p.m. | Varsity | League | Normal | Away | Stamford | Loss | 0-3 | | Stamford High School | |
| WED 10/21 | 4:45 p.m. | Varsity | League | Normal | Home | BrienMcMahon | Loss | 0-3 | | Nicholas Zeoli Field House | |
| FRI 10/23 | 5:30 p.m. | Varsity | League | Normal | Away | Staples | Loss | 0-3 | | Staples H.S. Gym | |
| MON 10/26 | 5:45 p.m. | Varsity | League | Normal | Home | NewCanaan | Loss | 0-3 | | Nicholas Zeoli Field House | |
| WED 10/28 | 5:30 p.m. | Varsity | League | Normal | Away | Westhill | Loss | 2-3 | | Westhill - Main Gymnasium | |
| FRI 10/30 | 4:30 p.m. | Varsity | League | Normal | Home | Norwalk | Win | 3-0 | | Nicholas Zeoli Field House | |