| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/9 | 5:30 p.m. | Varsity | League | Normal | Away | JosephForan | Win | 3-0 | | Stamford High School-Kuczo Gymnasium | |
| SAT 9/10 | 11:00 a.m. | Varsity | League | Normal | Home | Shelton | Win | 3-1 | | Stamford High School-Kuczo Gymnasium | |
| MON 9/12 | 4:00 p.m. | Varsity | League | Normal | Home | Weston | Win | 3-1 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| SAT 9/17 | 10:00 a.m. | Varsity | League | Normal | Home | NewMilford | Win | 3-1 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| THU 9/22 | 4:30 p.m. | Varsity | League | Normal | Home | Greenwich | Loss | 0-3 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| WED 9/28 | 4:30 p.m. | Varsity | League | Normal | Away | Stamford | Win | 3-2 | | Stamford High School-Kuczo Gymnasium | |
| THU 9/29 | 4:30 p.m. | Varsity | League | Normal | Home | Westhill | Loss | 2-3 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| SAT 10/1 | 11:30 a.m. | Varsity | League | Normal | Away | Wilton | Loss | 0-3 | | Wilton High School-Nicholas Zeoli Field House | |
| MON 10/3 | 4:30 p.m. | Varsity | League | Normal | Away | Greenwich | Loss | 0-3 | | Greenwich High School-Gymnasium | |
| THU 10/6 | 4:30 p.m. | Varsity | League | Normal | Home | Darien | Loss | 0-3 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| FRI 10/7 | 4:00 p.m. | Varsity | League | Normal | Away | Ridgefield | Win | 3-0 | | Ridgefield High School-Main Gym | |
| MON 10/10 | 4:30 p.m. | Varsity | League | Normal | Home | FairfieldLudlowe | Loss | 2-3 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| WED 10/12 | 4:30 p.m. | Varsity | League | Normal | Home | NewCanaan | Loss | 2-3 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| FRI 10/14 | 5:30 p.m. | Varsity | League | Normal | Away | StJoseph | Win | 3-2 | | St. Joseph High School-Gym | |
| MON 10/17 | 4:30 p.m. | Varsity | League | Normal | Away | Danbury | Win | 3-0 | | Danbury High School-New Gym | |
| WED 10/19 | 5:30 p.m. | Varsity | League | Normal | Away | Norwalk | Win | 3-0 | | Norwalk High School-Tom Scarso Gymnasium | |
| FRI 10/21 | 4:00 p.m. | Varsity | League | Normal | Home | FairfieldWarde | Win | 3-0 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| MON 10/24 | 6:00 p.m. | Varsity | League | Normal | Away | Trumbull | Loss | 0-3 | | Trumbull High School-THS Main Gym | |
| WED 10/26 | 5:45 p.m. | Varsity | League | Normal | Home | Staples | Loss | 2-3 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| FRI 10/28 | 5:30 p.m. | Varsity | League | Normal | Away | BridgeportCentral | Win | 3-0 | | Bridgeport Central High School-The Barry McLeod Court | |