| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 4/6 | 10:00 AM | Varsity | League | Normal | Away | Staples | | | | Staples High School - Staples Stadium | 2:30 PM |
| MON 4/8 | 4:00 PM | Varsity | League | Normal | Away | Fairfield Ludlowe | | | | Fairfield Ludlowe High School - Taft Field | 2:30 PM |
| Bassick | | |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Away | Bridgeport Central | | | | Warren Harding High School - Lewis Field | 2:30 PM - w/girls |
| Bassick | | |
| Harding | | |
| MON 5/6 | 4:00 PM | Varsity | League | Normal | Away | Darien | | | | Darien High School - DHS Stadium Field | 2:30 PM |
| MON 5/13 | 4:00 PM | Varsity | League | Normal | Away | Brien McMahon | | | | Brien McMahon High School - Casagrande Field | 2:30 PM |
| Bassick | | |
| TUE 5/21 | 4:30 PM | Varsity | Postseason | Normal | Away | Ridgefield | | | | Danbury High School - Danbury HS Stadium | |
| Bridgeport Central | | |
| Trumbull | | |
| Danbury | | |
| Fairfield Warde | | |
| Greenwich | | |
| Fairfield Ludlowe | | |
| Darien | | |
| St. Joseph | | |
| New Canaan | | |
| | |
| Wilton | | |
| Stamford | | |
| Staples | | |
| Westhill | | |
| Brien McMahon | | |