| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 8/29 | 5:00 PM | Varsity | Scrimmage | Normal | Away | Weston | | | | Weston High School - WHS Stadium Field | 2:30 PM - w/JV |
| FRI 9/1 | 5:00 PM | Varsity | Scrimmage | Normal | Home | Glastonbury | | | | Nathan Hale MS - Callahan Complex at Nathan Hale Lower | |
| MON 9/4 | 10:00 AM | Varsity | Scrimmage | Normal | Home | Newtown | | | | Norwalk High School - Testa Field | |
| SAT 9/9 | 3:00 PM | Varsity | League | Normal | Home | Darien | Tied | 1-1 | | Norwalk High School - Testa Field | |
| TUE 9/12 | 4:15 PM | Varsity | League | Normal | Away | Wilton | Win | 1-0 | | Wilton HS - Lilly Field | 2:30 PM - w/JV |
| THU 9/14 | 6:30 PM | Varsity | League | Normal | Home | New Canaan | Win | 4-3 | | Norwalk High School - Testa Field | |
| TUE 9/19 | 4:00 PM | Varsity | League | Normal | Away | Staples | Loss | 0-3 | | Staples High School - Wakeman Field B (turf) | 2:30 PM - w/JV |
| THU 9/21 | 7:00 PM | Varsity | League | Normal | Away | Ridgefield | Loss | 0-3 | | Ridgefield High School - Tiger Hollow Stadium | 5:00 PM |
| SAT 9/23 | 10:00 AM | Varsity | League | Normal | Home | St. Joseph | Tied | 0-0 | | Norwalk High School - Testa Field | |
| WED 9/27 | 7:30 PM | Varsity | League | Normal | Home | Fairfield Ludlowe | Win | 3-2 | | Norwalk High School - Testa Field | |
| SAT 9/30 | 12:00 PM | Varsity | League | Normal | Away | Westhill | Loss | 0-1 | | Westhill High School - Westhill Front Turf Field | 8:30 AM - w/JV |
| WED 10/4 | 7:00 PM | Varsity | League | Normal | Away | Brien McMahon | Loss | 2-4 | | Brien McMahon High School - Casagrande Field | 5:30 PM |
| FRI 10/6 | 7:00 PM | Varsity | League | Normal | Home | Danbury | Loss | 0-1 | | Norwalk High School - Testa Field | |
| TUE 10/10 | 5:30 PM | Varsity | League | Normal | Away | Trumbull | Loss | 1-3 | | Trumbull High School - Cork Field | 2:30 PM - w/JV |
| FRI 10/13 | 7:00 PM | Varsity | League | Normal | Home | Fairfield Warde | Win | 3-0 | | Norwalk High School - Testa Field | |
| MON 10/16 | 6:30 PM | Varsity | League | Normal | Away | Greenwich | Loss | 1-3 | | Greenwich High School - Cardinal Stadium | 5:00 PM |
| THU 10/19 | 7:00 PM | Varsity | League | Normal | Home | Stamford | Loss | 0-3 | | Norwalk High School - Testa Field | |
| MON 10/23 | 7:00 PM | Varsity | League | Normal | Home | Bridgeport Central | Win | 3-1 | | Norwalk High School - Testa Field | |
| SAT 11/4 | 5:00 PM | Varsity | Postseason | Normal | Away | Ridgefield | Loss | 0-4 | | Ridgefield High School - Tiger Hollow Stadium | |