| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 4/8 | 4:00 PM | Varsity | League | Normal | Home | Brookfield | | | | New Fairfield High School - Stadium Field | |
| Pomperaug | | |
| Stratford | | |
| MON 4/22 | 4:00 PM | Varsity | League | Normal | Home | Immaculate | | | | New Fairfield High School - Stadium Field | |
| Kolbe Cathedral | | |
| THU 4/25 | 12:00 PM | Varsity | Non-League | Normal | Home | | | | | University of Pennslylvania - University of Pennslylvania | |
| MON 4/29 | 4:00 PM | Varsity | League | Normal | Away | New Milford | | | | Newtown High School - Blue and Gold Stadium | |
| Weston | | |
| Newtown | | |
| TUE 5/7 | 4:00 PM | Varsity | League | Normal | Away | Bunnell | | | | Joel Barlow High School - Joel Barlow HS Stadium | |
| Joel Barlow | | |
| Masuk | | |
| MON 5/13 | 4:00 PM | Varsity | League | Normal | Away | Notre Dame-Fairfield | | | | Bethel High School - BHS track | |
| Bethel | | |
| THU 5/16 | 4:00 PM | Varsity | League | Normal | Away | Newtown | | | | Bethel High School - BHS gym | |
| Brookfield | | |
| Joel Barlow | | |
| | |
| New Milford | | |
| Immaculate | | |
| Bethel | | |
| Notre Dame-Fairfield | | |
| | |
| | |
| Kolbe Cathedral | | |
| Pomperaug | | |
| Stratford | | |
| MON 5/20 | 3:00 PM | Varsity | League | Normal | Away | Joel Barlow | | | | Bethel High School - BHS track | |
| Weston | | |
| Newtown | | |
| Bethel | | |
| New Milford | | |
| Notre Dame-Fairfield | | |
| Stratford | | |
| Brookfield | | |
| Bunnell | | |
| Immaculate | | |
| Pomperaug | | |
| Masuk | | |
| Kolbe Cathedral | | |