| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 4/9 | 4:00 PM | Varsity | League | Normal | Away | Stratford | | | | Brookfield High School - BHS Track | 2:30 PM |
| New Fairfield | | |
| Brookfield | | |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Home | Joel Barlow | | | | Pomperaug High School - Stadium | |
| Weston | | |
| FRI 4/26 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | Not Listed | 12:01 AM |
| SAT 4/27 | 9:00 AM | Varsity | Tournament | Normal | Away | Amity | | | | Danbury High School - Danbury HS Stadium | 7:30 PM |
| East Lyme | | |
| Conard | | |
| Bristol Central | | |
| New Fairfield | | |
| | |
| Joel Barlow | | |
| Newtown | | |
| Ansonia | | |
| Haddam Killingworth | | |
| E.O. Smith | | |
| East Hartford | | |
| Danbury | | |
| | |
| Wethersfield | | |
| Cromwell | | |
| Notre Dame-West Haven | | |
| Masuk | | |
| Shelton | | |
| Greenwich | | |
| Jonathan Law | | |
| Bloomfield | | |
| Hale Ray | | |
| Crosby | | |
| Immaculate | | |
| Seymour | | |
| Simsbury | | |
| St. Paul Catholic | | |
| Foran | | |
| Branford | | |
| St. Joseph | | |
| Lyman Hall | | |
| | |
| Sheehan | | |
| Trumbull | | |
| Nonnewaug | | |
| New Canaan | | |
| Darien | | |
| Weston | | |
| Rocky Hill | | |
| Staples | | |
| Windsor | | |
| Brookfield | | |
| Wilton | | |
| Bristol Eastern | | |
| Derby | | |
| Newington | | |
| Plainville | | |
| Southington | | |
| Xavier | | |
| SAT 4/27 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | Pomperaug High School - Stadium | 7:30 AM |
| TUE 4/30 | 4:00 PM | Varsity | League | Normal | Away | Immaculate | | | | Masuk High School - Edmund Butler Track @ Masuk HS | 2:30 PM |
| Masuk | | |
| Bethel | | |
| FRI 5/3 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | Not Listed | 1:45 PM - Share bus w/ girls |
| SAT 5/4 | 12:01 AM | Varsity | Non-League | Normal | Away | | | | | Not Listed | 12:01 AM |
| TUE 5/7 | 4:00 PM | Varsity | League | Normal | Away | Notre Dame-Fairfield | | | | New Milford High School - Joe Wiser Stadium - NMHS | 2:30 PM |
| New Milford | | |
| Kolbe Cathedral | | |
| TUE 5/14 | 4:00 PM | Varsity | League | Normal | Home | Bunnell | | | | Pomperaug High School - Stadium | |
| Newtown | | |
| THU 5/16 | 4:00 PM | Varsity | League | Normal | Away | Brookfield | | | | Bethel High School - BHS track | 2:30 PM - Share bus w/ girls track |
| | |
| Bethel | | |
| Stratford | | |
| Joel Barlow | | |
| | |
| Notre Dame-Fairfield | | |
| Newtown | | |
| Weston | | |
| Kolbe Cathedral | | |
| New Fairfield | | |
| New Milford | | |
| Immaculate | | |
| MON 5/20 | 3:00 PM | Varsity | League | Normal | Away | Masuk | | | | Bethel High School - BHS track | 1:15 PM - Share bus w/ girls |
| Weston | | |
| Stratford | | |
| Bethel | | |
| Kolbe Cathedral | | |
| Joel Barlow | | |
| New Milford | | |
| Notre Dame-Fairfield | | |
| Newtown | | |
| Brookfield | | |
| New Fairfield | | |
| Bunnell | | |
| Immaculate | | |