| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 9/12 | 7:00 p.m. | Varsity | League | Normal | Home | Wilton | Loss | 0-10 | | Brien McMahon HS | |
| THU 9/15 | 4:00 p.m. | Varsity | League | Normal | Away | NewCanaan | Loss | 0-2 | | Dunning Stadium | |
| SAT 9/17 | 3:00 p.m. | Varsity | League | Normal | Away | Norwalk | Loss | 0-4 | | Testa Field, NHS | |
| MON 9/19 | 4:00 p.m. | Varsity | League | Normal | Away | Ridgefield | Loss | 0-2 | | Tiger Hollow Stadium | |
| THU 9/22 | 4:00 p.m. | Varsity | League | Normal | Away | Danbury | Win | 2-1 | | Danbury High School Stadium Turf Field | |
| MON 9/26 | 7:00 p.m. | Varsity | League | Normal | Home | Stamford | Loss | 0-1 | | Brien McMahon HS | |
| WED 9/28 | 6:00 p.m. | Varsity | League | Normal | Away | FairfieldLudlowe | Loss | 1-5 | | Taft Field | |
| TUE 10/4 | 4:00 p.m. | Varsity | League | Normal | Home | Trumbull | Loss | 0-4 | | Brien McMahon HS | |
| WED 10/5 | 4:00 p.m. | Varsity | League | Normal | Away | Greenwich | Loss | 0-4 | | Cardinal Stadium | |
| TUE 10/11 | 4:00 p.m. | Varsity | League | Normal | Home | StJoseph | Win | 1-0 | | Brien McMahon HS | |
| THU 10/13 | 4:00 p.m. | Varsity | League | Normal | Away | FairfieldWarde | Loss | 0-3 | | Tetreau/Davis Field | |
| TUE 10/18 | 4:00 p.m. | Varsity | League | Normal | Away | Darien | Loss | 0-4 | | DHS Stadium Field | |
| THU 10/20 | 3:30 p.m. | Varsity | League | Normal | Away | Westhill | Loss | 0-2 | | Westhill Front Turf Field | |
| MON 10/24 | 7:00 p.m. | Varsity | League | Normal | Away | Bethel | Loss | 0-2 | | Hunt Field at Bethel High School | |
| TUE 10/25 | 7:00 p.m. | Varsity | League | Normal | Home | Staples | Loss | 0-5 | | Brien McMahon HS | |
| WED 11/2 | 6:00 p.m. | Varsity | League | Normal | Home | FairfieldLudlowe | Loss | 1-3 | | Brien McMahon HS | |