| Wed 5/2 @ TBA | Varsity Baseball Game | vs. Immaculate (Danbury, CT) | | - |
| Fri 5/4 @ 4:15 PM | Varsity Baseball Game | @ Weston (CT)* | | - |
| Sat 5/5 @ 5:00 PM | Varsity Lacrosse Game | @ Pomperaug (Southbury, CT)* | | - |
| Sat 5/5 @ 5:30 PM | Varsity Girls Lacrosse Game | @ East Lyme (CT) | | - |
| Mon 5/7 @ 4:15 PM | Varsity Baseball Game | @ Barlow (Redding, CT) | | - |
| Mon 5/7 @ 4:15 PM | Varsity Softball Game | @ Barlow (Redding, CT)* | | - |
| Tue 5/8 @ 4:15 PM | Varsity Softball Game | @ Weston (CT)* | | - |
| Tue 5/8 @ 5:30 PM | Varsity Lacrosse Game | vs. Stratford (CT)* | | - |
| Wed 5/9 @ 4:15 PM | Varsity Softball Game | vs. New Fairfield (CT)* | | - |
| Thu 5/10 @ 4:15 PM | Varsity Softball Game | @ Pomperaug (Southbury, CT)* | | - |
| Thu 5/10 @ 5:00 PM | Varsity Girls Lacrosse Game | @ Bethel (CT)* | | - |
| Thu 5/10 @ 5:15 PM | Varsity Lacrosse Game | @ Immaculate (Danbury, CT)* | | - |
| Fri 5/11 @ TBA | Varsity Baseball Game | @ Pomperaug (Southbury, CT)* | | - |
| Sat 5/12 @ 3:00 PM | Varsity Baseball Game | vs. Notre Dame Catholic (Fairfield, CT)* | | - |
| Mon 5/14 @ TBA | Varsity Softball Game | @ Masuk (Monroe, CT)* | | - |
| Mon 5/14 @ 4:15 PM | Varsity Baseball Game | @ Masuk (Monroe, CT)* | | - |
| Tue 5/15 @ TBA | Varsity Softball Game | vs. Notre Dame Catholic (Fairfield, CT)* | | - |
| Tue 5/15 @ 5:30 PM | Varsity Lacrosse Game | vs. Bunnell (Stratford, CT)* | | - |
| Wed 5/16 @ 4:15 PM | Varsity Softball Game | @ Bunnell (Stratford, CT)* | | - |
| Wed 5/16 @ 4:15 PM | Varsity Baseball Game | vs. Bunnell (Stratford, CT)* | | - |
| Thu 5/17 @ TBA | Varsity Softball Game | vs. Masuk (Monroe, CT)* | | - |
| Sat 5/19 @ 2:00 PM | Varsity Baseball Game | @ New Fairfield (CT) | | - |