| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/10 | 6:00 p.m. | Varsity | League | Normal | Home | Shelton | Win | 3-0 | | Stamford High School-Kuczo Gymnasium | |
| SAT 9/11 | 1:00 p.m. | Varsity | League | Normal | Home | JosephForan | Win | 3-0 | | Stamford High School-Kuczo Gymnasium | |
| MON 9/13 | 5:30 p.m. | Varsity | League | Normal | Away | Weston | Loss | 0-3 | | Weston High School-Gym (New) | |
| FRI 9/17 | 5:30 p.m. | Varsity | League | Normal | Away | NewMilford | Win | 30 | | New Milford High School-Main Gym - NMHS | |
| MON 9/20 | 5:30 p.m. | Varsity | League | Normal | Home | Greenwich | Loss | 0-3 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| TUE 9/28 | 4:00 p.m. | Varsity | League | Normal | Away | Greenwich | Loss | 0-3 | | Greenwich High School-Gymnasium | |
| THU 9/30 | 4:00 p.m. | Varsity | League | Normal | Home | Stamford | Win | 3-1 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| SAT 10/2 | 4:00 p.m. | Varsity | League | Normal | Away | Westhill | Loss | 0-3 | | Westhill High School-Main Gym | |
| TUE 10/5 | 5:45 p.m. | Varsity | League | Normal | Home | Wilton | Win | 3-1 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| THU 10/7 | 4:00 p.m. | Varsity | League | Normal | Away | Darien | Loss | 0-3 | | Darien High School-DHS Main Gym | |
| MON 10/11 | 5:30 p.m. | Varsity | League | Normal | Away | FairfieldLudlowe | Loss | 1-3 | | Fairfield Ludlowe High School-Main Gym | |
| WED 10/13 | 4:30 p.m. | Varsity | League | Normal | Away | NewCanaan | Win | 3-2 | | New Canaan HS-Main Gym | |
| FRI 10/15 | 5:30 p.m. | Varsity | League | Normal | Home | StJoseph | Loss | 0-3 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| MON 10/18 | 5:30 p.m. | Varsity | League | Normal | Home | Danbury | Win | 3-1 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| WED 10/20 | 7:00 p.m. | Varsity | League | Normal | Home | Norwalk | Win | 3-0 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| FRI 10/22 | 5:30 p.m. | Varsity | League | Normal | Away | FairfieldWarde | Win | 3-1 | | Fairfield Warde HS-Large Gym | |
| SAT 10/23 | 6:30 p.m. | Varsity | League | Normal | Home | Ridgefield | Loss | 2-3 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| WED 10/27 | 5:30 p.m. | Varsity | League | Normal | Home | Trumbull | Loss | 0-3 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| THU 10/28 | 6:00 p.m. | Varsity | League | Normal | Away | Staples | Loss | 0-3 | | Staples High School-Staples Gym | |
| SAT 10/30 | 12:00 p.m. | Varsity | League | Normal | Home | BridgeportCentral | Win | 3-0 | | Brien McMahon High School-Kehoe - King Gymnasium | |