| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 9/12 | 6:00 p.m. | Varsity | League | Normal | Away | NewMilford | Loss | 0-3 | | New Milford High School-Main Gym - NMHS | |
| SAT 9/14 | 10:00 a.m. | Varsity | League | Normal | Home | Immaculate | Loss | 0-3 | | Wilton High School-Nicholas Zeoli Field House | |
| MON 9/16 | 5:30 p.m. | Varsity | League | Normal | Home | StJoseph | Loss | 0-3 | | Wilton High School-Nicholas Zeoli Field House | |
| WED 9/18 | 5:30 p.m. | Varsity | League | Normal | Home | Norwalk | Loss | 1-3 | | Wilton High School-Nicholas Zeoli Field House | |
| FRI 9/20 | 6:00 p.m. | Varsity | League | Normal | Away | Westhill | Loss | 0-3 | | Westhill High School-Main Gym | |
| TUE 9/24 | 4:30 p.m. | Varsity | League | Normal | Away | Darien | Loss | 0-3 | | Darien High School-DHS Main Gym | |
| TUE 10/1 | 5:30 p.m. | Varsity | League | Normal | Home | NewCanaan | Loss | 1-3 | | Wilton High School-Nicholas Zeoli Field House | |
| THU 10/3 | 5:30 p.m. | Varsity | League | Normal | Away | FairfieldWarde | Loss | 3-1 | | Fairfield Warde HS-Large Gym | |
| FRI 10/4 | 4:30 p.m. | Varsity | League | Normal | Away | TrinityCatholic | Loss | 1-3 | | Trinity Catholic-Gym | |
| MON 10/7 | 5:30 p.m. | Varsity | League | Normal | Home | Danbury | Loss | 1-3 | | Wilton High School-Nicholas Zeoli Field House | |
| FRI 10/11 | 5:30 p.m. | Varsity | League | Normal | Home | BrienMcMahon | Loss | 0-3 | | Wilton High School-Nicholas Zeoli Field House | |
| TUE 10/15 | 5:30 p.m. | Varsity | League | Normal | Home | BridgeportCentral | Win | 3-0 | | Wilton High School-Nicholas Zeoli Field House | |
| THU 10/17 | 4:30 p.m. | Varsity | League | Normal | Away | Greenwich | Loss | 2-3 | | Greenwich High School-Gymnasium | |
| MON 10/21 | 5:30 p.m. | Varsity | League | Normal | Home | Trumbull | Loss | 0-3 | | Wilton High School-Nicholas Zeoli Field House | |
| WED 10/23 | 6:00 p.m. | Varsity | League | Normal | Away | FairfieldLudlowe | Loss | 0-3 | | Fairfield Ludlowe High School-Main Gym | |
| FRI 10/25 | 5:30 p.m. | Varsity | League | Normal | Home | Ridgefield | Loss | 0-3 | | Wilton High School-Nicholas Zeoli Field House | |
| SAT 10/26 | 11:30 a.m. | Varsity | League | Normal | Home | Masuk | Loss | 1-3 | | Wilton High School-Nicholas Zeoli Field House | |
| TUE 10/29 | 4:30 p.m. | Varsity | League | Normal | Away | Stamford | Loss | 0-3 | | Stamford High School-Kuzco Gymnasium | |
| FRI 11/1 | 4:00 p.m. | Varsity | League | Normal | Away | Staples | Loss | 0-3 | | Staples High School-Staples Gym | |
| SAT 11/2 | 12:00 p.m. | Varsity | League | Normal | Home | Brookfield | Win | 3-1 | | Wilton High School-Nicholas Zeoli Field House | |