| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 4/10 | 3:45 PM | Varsity | League | Normal | Away | Lyman Hall | Win | 3-1 | | Lyman Hall High School - Fitzgerald Field | |
| Guilford | Win | 3-2 |
| THU 4/18 | 4:00 PM | Varsity | League | Normal | Away | Cheshire | | | | Wilbur Cross High School - Wilbur Cross Athletic Complex | |
| Wilbur Cross | | |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Home | Amity | | | | East Haven High School - EHHS Turf Field & Track | |
| Sheehan | | |
| TUE 4/30 | 4:00 PM | Varsity | League | Normal | Home | Career Magnet | | | | East Haven High School - EHHS Turf Field & Track | |
| TUE 5/7 | 3:45 PM | Varsity | League | Normal | Away | Shelton | | | | Shelton High School - Track | |
| Daniel Hand | | |
| Fairfield Prep | | |
| MON 5/13 | 2:00 PM | Varsity | Postseason | Normal | Away | | | | | Not Listed | 12:01 AM |
| THU 5/16 | 3:45 PM | Varsity | League | Normal | Away | Jonathan Law | | | | Daniel Hand High School - DHHS Track | |
| Wilbur Cross | | |
| Fairfield Prep | | |
| Hillhouse | | |
| Branford | | |
| Daniel Hand | | |
| Shelton | | |
| Sheehan | | |
| Foran | | |
| Guilford | | |
| Notre Dame-West Haven | | |
| Cheshire | | |
| West Haven | | |
| Lyman Hall | | |
| Xavier | | |
| Career Magnet | | |
| Hamden | | |
| North Haven | | |
| TUE 5/21 | 1:00 PM | Varsity | Postseason | Normal | Away | Foran | | | | Amity Regional High School - Amity HS Track | |
| Hillhouse | | |
| Shelton | | |
| Hamden | | |
| West Haven | | |
| Fairfield Prep | | |
| Xavier | | |
| North Haven | | |
| Jonathan Law | | |
| Sheehan | | |
| Amity | | |
| Guilford | | |
| Branford | | |
| | |
| Notre Dame-West Haven | | |
| Daniel Hand | | |
| Career Magnet | | |
| Wilbur Cross | | |
| Cheshire | | |
| Lyman Hall | | |