| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 9/12 | 4:00 p.m. | Varsity | League | Normal | Away | NewCanaan | Loss | 0-4 | | Conner Field | |
| WED 9/16 | 4:00 p.m. | Varsity | League | Normal | Home | Staples | Loss | 0-4 | | Stamford High Soccer Field | |
| FRI 9/18 | 4:00 p.m. | Varsity | League | Normal | Away | Norwalk | Win | 1-0 | | Testa Field, NHS | |
| MON 9/21 | 5:30 p.m. | Varsity | League | Normal | Away | BrienMcMahon | Win | 1-0 | | Brien McMahon HS | |
| THU 9/24 | 4:00 p.m. | Varsity | League | Normal | Home | Darien | Loss | 0-3 | | Stamford High Soccer Field | |
| TUE 9/29 | 4:00 p.m. | Varsity | League | Normal | Home | Danbury | Loss | 0-2 | | Stamford High Soccer Field | |
| THU 10/1 | 4:00 p.m. | Varsity | League | Normal | Away | StJoseph | Loss | 0-4 | | St. Joseph High School | |
| MON 10/5 | 4:00 p.m. | Varsity | League | Normal | Home | Westhill | Loss | 0-5 | | Stamford High Soccer Field | |
| THU 10/8 | 4:00 p.m. | Varsity | League | Normal | Away | Greenwich | Loss | 0-3 | | Cardinal Stadium | |
| FRI 10/9 | 4:00 p.m. | Varsity | League | Normal | Away | FairfieldWarde | Loss | 1-4 | | Fairfield Warde Grass Soccer Field | |
| TUE 10/13 | 6:30 p.m. | Varsity | League | Normal | Away | Wilton | Loss | 0-6 | | Lilly Field - Turf | |
| THU 10/15 | 4:00 p.m. | Varsity | League | Normal | Home | BridgeportCentral | Win | 3-0 | | Stamford High Soccer Field | |
| TUE 10/20 | 4:00 p.m. | Varsity | League | Normal | Home | Trumbull | Loss | 0-1 | | Stamford High Soccer Field | |
| THU 10/22 | 4:00 p.m. | Varsity | League | Normal | Home | FairfieldLudlowe | Loss | 1-3 | | Stamford High Soccer Field | |
| TUE 10/27 | 3:30 p.m. | Varsity | League | Normal | Away | Ridgefield | Loss | 0-3 | | Tiger Hollow Stadium | |
| THU 10/29 | 3:30 p.m. | Varsity | League | Normal | Away | TrinityCatholic | Win | 4-1 | | Trinity Catholic Soccer Field | |