| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 9/10 | 5:00 p.m. | Varsity | League | Normal | Away | Norwalk | Win | 2-0 | | Testa Field, NHS | |
| THU 9/15 | 4:00 p.m. | Varsity | League | Normal | Away | BridgeportCentral | Win | 5-0 | | Kennedy Stadium | |
| MON 9/19 | 6:00 p.m. | Varsity | League | Normal | Home | TrinityCatholic | Win | 7-0 | | Tetreau/Davis Field | |
| WED 9/21 | 7:00 p.m. | Varsity | League | Normal | Away | Trumbull | Win | 1-0 | | McDougall Stadium | |
| FRI 9/23 | 4:00 p.m. | Varsity | League | Normal | Home | Westhill | Loss | 3-5 | | Fairfield Warde Grass Soccer Field | |
| TUE 9/27 | 4:30 p.m. | Varsity | League | Normal | Home | Wilton | Loss | 1-3 | | Fairfield Warde Grass Soccer Field | |
| THU 9/29 | 7:00 p.m. | Varsity | League | Normal | Away | Ridgefield | Loss | 0-3 | | Tiger Hollow Stadium | |
| TUE 10/4 | 4:00 p.m. | Varsity | League | Normal | Home | Darien | Tied | 0-0 | | Fairfield Warde Grass Soccer Field | |
| THU 10/6 | 4:30 p.m. | Varsity | League | Normal | Away | Danbury | Win | 1-0 | | Danbury High School Stadium Turf Field | |
| FRI 10/7 | 4:30 p.m. | Varsity | League | Normal | Home | Greenwich | Win | 3-0 | | Tetreau/Davis Field | |
| MON 10/10 | 4:00 p.m. | Varsity | League | Normal | Away | NewCanaan | Tied | 1-1 | | Conner Field | |
| SAT 10/15 | 11:30 a.m. | Varsity | League | Normal | Away | Stamford | Win | 7-1 | | Stamford High Soccer Field | |
| MON 10/17 | 7:00 p.m. | Varsity | League | Normal | Away | BrienMcMahon | Loss | 2-5 | | Brien McMahon HS | |
| WED 10/19 | 6:00 p.m. | Varsity | League | Normal | Home | FairfieldLudlowe | Tied | 1-1 | | Tetreau/Davis Field | |
| FRI 10/21 | 4:00 p.m. | Varsity | League | Normal | Away | StJoseph | Loss | 1-4 | | St. Joseph High School | |
| TUE 10/25 | 7:00 p.m. | Varsity | League | Normal | Home | Staples | Tied | 1-1 | | Tetreau/Davis Field | |