| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 4/8 | 4:30 PM | Varsity | League | Normal | Home | Hillhouse | Win | 118-31 | | Shelton High School - Track | |
| SAT 4/13 | 10:00 AM | Varsity | League | Normal | Away | | | | | Bowen Field - Track | 12:01 AM |
| WED 4/17 | 4:00 PM | Varsity | League | Normal | Away | Sheehan | Loss | 2-1 | | Sheehan High School - Sheehan HS Riccitelli Field (Turf) | 2:30 PM |
| Guilford | Loss | 2-3 |
| WED 4/24 | 3:45 PM | Varsity | League | Normal | Away | Lyman Hall | | | | Cheshire High Main Game field - Cheshire High Main Game field | |
| Cheshire | | |
| FRI 4/26 | 5:00 PM | Varsity | Non-League | Normal | Away | | | | | Danbury High School - Danbury HS Stadium | 12:01 AM |
| SAT 4/27 | 9:00 AM | Varsity | Tournament | Normal | Away | | | | | Danbury High School - Danbury HS Stadium | |
| | |
| | |
| Xavier | | |
| Sheehan | | |
| Wilton | | |
| Danbury | | |
| Darien | | |
| East Hartford | | |
| East Lyme | | |
| E.O. Smith | | |
| Greenwich | | |
| Joel Barlow | | |
| New Canaan | | |
| Newington | | |
| Crosby | | |
| Jonathan Law | | |
| Amity | | |
| Bristol Eastern | | |
| Brookfield | | |
| Derby | | |
| Immaculate | | |
| Masuk | | |
| Newtown | | |
| Nonnewaug | | |
| Plainville | | |
| Pomperaug | | |
| Simsbury | | |
| Southington | | |
| Weston | | |
| Wethersfield | | |
| Ansonia | | |
| Bristol Central | | |
| Lyman Hall | | |
| New Fairfield | | |
| Bloomfield | | |
| Conard | | |
| Cromwell | | |
| Haddam Killingworth | | |
| Foran | | |
| Hale Ray | | |
| Seymour | | |
| Staples | | |
| Trumbull | | |
| Notre Dame-West Haven | | |
| Rocky Hill | | |
| St. Joseph | | |
| St. Paul Catholic | | |
| Windsor | | |
| Branford | | |
| TUE 4/30 | 3:45 PM | Varsity | League | Normal | Away | Amity | | | | Amity Regional High School - Amity HS Track | |
| Wilbur Cross | | |
| TUE 5/7 | 3:45 PM | Varsity | League | Normal | Home | Fairfield Prep | | | | Shelton High School - Track | |
| Daniel Hand | | |
| East Haven | | |
| MON 5/13 | 2:00 PM | Varsity | Postseason | Normal | Away | | | | | Not Listed | |
| THU 5/16 | 3:45 PM | Varsity | League | Normal | Away | Xavier | | | | Daniel Hand High School - DHHS Track | |
| Sheehan | | |
| Wilbur Cross | | |
| Hillhouse | | |
| Daniel Hand | | |
| Cheshire | | |
| Fairfield Prep | | |
| East Haven | | |
| Jonathan Law | | |
| Branford | | |
| Career Magnet | | |
| West Haven | | |
| North Haven | | |
| Notre Dame-West Haven | | |
| Guilford | | |
| Foran | | |
| Hamden | | |
| Lyman Hall | | |
| TUE 5/21 | 1:00 PM | Varsity | Postseason | Normal | Away | Guilford | | | | Amity Regional High School - Amity HS Track | |
| Foran | | |
| Hamden | | |
| North Haven | | |
| Notre Dame-West Haven | | |
| West Haven | | |
| Career Magnet | | |
| Branford | | |
| Lyman Hall | | |
| Jonathan Law | | |
| Fairfield Prep | | |
| Daniel Hand | | |
| East Haven | | |
| Amity | | |
| Hillhouse | | |
| Cheshire | | |
| Xavier | | |
| Wilbur Cross | | |
| Sheehan | | |
| | |
| THU 5/30 | 3:00 PM | Varsity | Postseason | Normal | Away | | | | | Veteran's Stadium-Willow Brook Park - Veteran's Stadium-Willow Brook Park | 12:01 AM |
| MON 6/3 | 1:30 PM | Varsity | Postseason | Normal | Away | | | | | Veteran's Stadium-Willow Brook Park - Veteran's Stadium-Willow Brook Park | 12:01 AM |
| SAT 6/8 | 10:00 AM | Varsity | Postseason | Normal | Away | | | | | Not Listed | |