| Tue 5/1 @ 7:00 PM | Varsity Girls Lacrosse Game | vs. Lauralton Hall (Milford, CT)* | | - |
| Wed 5/2 @ 4:15 PM | Varsity Softball Game | @ Masuk (Monroe, CT)* | | - |
| Wed 5/2 @ 4:15 PM | Varsity Baseball Game | @ Masuk (Monroe, CT)* | | - |
| Thu 5/3 @ 7:00 PM | Varsity Girls Lacrosse Game | vs. Bethel (CT)* | | - |
| Fri 5/4 @ 7:00 PM | Varsity Lacrosse Game | @ Warde (Fairfield, CT) | | - |
| Sat 5/5 @ 3:15 PM | Varsity Baseball Game | @ Notre Dame Catholic (Fairfield, CT) | | - |
| Mon 5/7 @ TBA | Varsity Girls Lacrosse Game | @ Stamford (CT) | | - |
| Mon 5/7 @ 4:15 PM | Varsity Softball Game | vs. Newtown (CT)* | | - |
| Mon 5/7 @ 4:15 PM | Varsity Baseball Game | vs. Newtown (CT)* | | - |
| Tue 5/8 @ 6:30 PM | Varsity Lacrosse Game | @ Weston (CT)* | | - |
| Wed 5/9 @ 4:00 PM | Varsity Softball Game | @ Weston (CT) | | - |
| Wed 5/9 @ 4:15 PM | Varsity Baseball Game | @ New Milford (CT)* | | - |
| Wed 5/9 @ 4:15 PM | Varsity Softball Game | @ New Milford (CT)* | | - |
| Sat 5/12 @ 1:00 PM | Varsity Baseball Game | vs. Stratford (CT)* | | - |
| Sat 5/12 @ 7:00 PM | Varsity Softball Game | vs. Stratford (CT)* | | - |
| Mon 5/14 @ TBA | Varsity Baseball Game | vs. Bethel (CT) | | - |
| Mon 5/14 @ 4:15 PM | Varsity Softball Game | vs. Bethel (CT)* | | - |
| Tue 5/15 @ 5:30 PM | Varsity Lacrosse Game | @ Brookfield (CT)* | | - |
| Tue 5/15 @ 7:00 PM | Varsity Girls Lacrosse Game | @ Newtown (CT)* | | - |
| Wed 5/16 @ 4:15 PM | Varsity Baseball Game | @ Brookfield (CT)* | | - |
| Wed 5/16 @ 4:15 PM | Varsity Softball Game | vs. Brookfield (CT)* | | - |
| Wed 5/16 @ 7:00 PM | Varsity Lacrosse Game | vs. Watertown (CT) | | - |
| Fri 5/18 @ 4:15 PM | Varsity Softball Game | vs. New Milford (CT) | | - |
| Fri 5/18 @ 4:15 PM | Varsity Baseball Game | vs. New Milford (CT) | | - |
| Sat 5/19 @ 10:30 AM | Varsity Softball Game | vs. Lauralton Hall (Milford, CT)* | | - |
| Sat 5/19 @ 4:30 PM | Varsity Girls Lacrosse Game | @ Stratford (CT) | | - |
| Sat 5/19 @ 7:00 PM | Varsity Lacrosse Game | vs. Stratford (CT) | | - |
| Tue 5/22 @ 5:00 PM | Varsity Lacrosse Game | @ Pomperaug (Southbury, CT)*** | | - |
| Wed 5/23 @ 4:00 PM | Varsity Baseball Game | vs. Oxford (CT)*** | | - |