| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 3/26 | 3:30 PM | Varsity | League | Normal | Home | Naugatuck | | | | Bowen Field - Football Field | |
| MON 4/8 | 4:30 PM | Varsity | League | Normal | Away | Shelton | Loss | 31-118 | | Shelton High School - Track | |
| SAT 4/13 | 10:00 AM | Varsity | League | Normal | Home | | | | | Bowen Field - Football Field | |
| THU 4/18 | 3:45 PM | Varsity | League | Normal | Away | Branford | | | | Branford High School - Athletic Turf Field | |
| Jonathan Law | | |
| FRI 4/19 | 4:30 PM | Varsity | Non-League | Normal | Home | | | | | Bowen Field - Track | |
| SAT 4/20 | 10:00 AM | Varsity | Non-League | Normal | Home | | | | | Bowen Field - Track | |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Home | Notre Dame-West Haven | | | | Bowen Field - Track | |
| North Haven | | |
| TUE 4/30 | 4:00 PM | Varsity | League | Normal | Home | Foran | | | | Bowen Field - Track | |
| Hamden | | |
| TUE 5/7 | 4:00 PM | Varsity | League | Normal | Home | Career Magnet | | | | Bowen Field - Track | |
| West Haven | | |
| Xavier | | |
| TUE 5/14 | 2:00 PM | Varsity | League | Normal | Home | | | | | Bowen Field - Football Field | |
| THU 5/16 | 3:45 PM | Varsity | League | Normal | Away | Branford | | | | Daniel Hand High School - DHHS Track | |
| Career Magnet | | |
| East Haven | | |
| Daniel Hand | | |
| Cheshire | | |
| Guilford | | |
| Fairfield Prep | | |
| Foran | | |
| Jonathan Law | | |
| Lyman Hall | | |
| Xavier | | |
| Wilbur Cross | | |
| West Haven | | |
| North Haven | | |
| Hamden | | |
| Notre Dame-West Haven | | |
| Shelton | | |
| Sheehan | | |
| TUE 5/21 | 1:00 PM | Varsity | Postseason | Normal | Away | Sheehan | | | | Amity Regional High School - Amity HS Track | |
| Shelton | | |
| North Haven | | |
| West Haven | | |
| Wilbur Cross | | |
| Xavier | | |
| Notre Dame-West Haven | | |
| Foran | | |
| Fairfield Prep | | |
| Guilford | | |
| Lyman Hall | | |
| Hamden | | |
| Jonathan Law | | |
| Daniel Hand | | |
| Cheshire | | |
| Career Magnet | | |
| East Haven | | |
| Branford | | |
| Amity | | |
| | |