| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 4/9 | 3:45 PM | Varsity | League | Normal | Away | Daniel Hand | | | | Daniel Hand High School - DHHS Track | |
| Sheehan | | |
| THU 4/18 | 4:00 PM | Varsity | League | Normal | Home | Cheshire | | | | Wilbur Cross High School - Wilbur Cross Athletic Complex | |
| East Haven | | |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Away | Fairfield Prep | Win | 3-2 | | Guilford High School - Kavanaugh Turf Field and Track | |
| Guilford | Win | 3-1 |
| TUE 4/30 | 3:45 PM | Varsity | League | Normal | Away | Amity | | | | Amity Regional High School - Amity HS Track | |
| Shelton | | |
| WED 5/8 | 4:00 PM | Varsity | League | Normal | Home | Lyman Hall | | | | Wilbur Cross High School - Wilbur Cross Athletic Complex | |
| THU 5/16 | 3:45 PM | Varsity | League | Normal | Away | Hillhouse | | | | Daniel Hand High School - DHHS Track | |
| Jonathan Law | | |
| Fairfield Prep | | |
| Sheehan | | |
| West Haven | | |
| Shelton | | |
| Daniel Hand | | |
| Lyman Hall | | |
| Career Magnet | | |
| Branford | | |
| Cheshire | | |
| Hamden | | |
| Foran | | |
| North Haven | | |
| Notre Dame-West Haven | | |
| East Haven | | |
| Xavier | | |
| Guilford | | |
| TUE 5/21 | 1:00 PM | Varsity | Postseason | Normal | Away | Hillhouse | | | | Amity Regional High School - Amity HS Track | |
| Amity | | |
| Daniel Hand | | |
| North Haven | | |
| West Haven | | |
| Notre Dame-West Haven | | |
| Fairfield Prep | | |
| East Haven | | |
| | |
| Shelton | | |
| Branford | | |
| Career Magnet | | |
| Hamden | | |
| Cheshire | | |
| Sheehan | | |
| Jonathan Law | | |
| Guilford | | |
| Foran | | |
| Xavier | | |
| Lyman Hall | | |