| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 4/8 | 4:00 PM | Varsity | League | Normal | Away | Brookfield | | | | New Fairfield High School - Stadium Field | 1:45 PM - 1 Bus |
| New Fairfield | | |
| Pomperaug | | |
| MON 4/22 | 4:00 PM | Varsity | League | Normal | Away | Newtown | | | | Masuk High School - Edmund Butler Track @ Masuk HS | 2:15 PM - 1 Bus |
| Masuk | | |
| Notre Dame-Fairfield | | |
| MON 4/29 | 4:00 PM | Varsity | League | Normal | Away | Kolbe Cathedral | | | | Bunnell HS - Bunnell Track | 2:15 PM - 1 Bus |
| Bunnell | | |
| MON 5/6 | 4:00 PM | Varsity | League | Normal | Away | Bethel | | | | Bethel High School - BHS track | 2:15 PM - 1 Bus |
| Weston | | |
| MON 5/13 | 4:00 PM | Varsity | League | Normal | Away | Immaculate | | | | New Milford High School - Joe Wiser Stadium - NMHS | 2:15 PM - 1 Bus |
| Joel Barlow | | |
| New Milford | | |
| THU 5/16 | 4:00 PM | Varsity | League | Normal | Away | New Milford | | | | Bethel High School - BHS gym | 2:15 PM - 2 Buses |
| Bethel | | |
| Joel Barlow | | |
| Newtown | | |
| Pomperaug | | |
| Notre Dame-Fairfield | | |
| New Fairfield | | |
| Immaculate | | |
| Brookfield | | |
| Kolbe Cathedral | | |
| | |
| | |
| | |
| MON 5/20 | 3:00 PM | Varsity | League | Normal | Away | Bethel | | | | Bethel High School - BHS track | 1:00 PM - 1 Bus |
| Bunnell | | |
| Brookfield | | |
| Kolbe Cathedral | | |
| Masuk | | |
| Immaculate | | |
| Joel Barlow | | |
| Pomperaug | | |
| Newtown | | |
| Weston | | |
| New Milford | | |
| Notre Dame-Fairfield | | |
| New Fairfield | | |