| Tue 5/1 @ 3:45 PM | JV Baseball Game | vs. Sheehan (Wallingford, CT) | | - |
| Tue 5/1 @ 4:00 PM | JV Softball Game | @ East Haven (CT) | | - |
| Tue 5/1 @ 7:00 PM | Varsity Girls Lacrosse Game | vs. Morgan (Clinton, CT) | | - |
| Wed 5/2 @ TBA | Varsity Baseball Game | @ Notre Dame (West Haven, CT)* | | - |
| Wed 5/2 @ TBA | Freshman Baseball Game | @ Notre Dame (West Haven, CT) | | - |
| Wed 5/2 @ 3:45 PM | JV Softball Game | @ Hamden (CT) | | - |
| Wed 5/2 @ 3:45 PM | Varsity Softball Game | @ Hamden (CT)* | | - |
| Wed 5/2 @ 7:00 PM | Varsity Girls Lacrosse Game | vs. Stratford (CT) | | - |
| Thu 5/3 @ TBA | JV Baseball Game | vs. Notre Dame (West Haven, CT) | | - |
| Thu 5/3 @ 3:45 PM | JV Baseball Game | vs. Notre Dame (West Haven, CT) | | - |
| Sat 5/5 @ 10:30 AM | JV Baseball Game | @ Xavier (Middletown, CT) | | - |
| Mon 5/7 @ TBA | Varsity Softball Game | vs. Sacred Heart Academy (Hamden, CT)* | | - |
| Mon 5/7 @ TBA | Varsity Baseball Game | vs. Hamden (CT)* | | - |
| Mon 5/7 @ 3:45 PM | JV Softball Game | vs. Sacred Heart Academy (Hamden, CT) | | - |
| Mon 5/7 @ 7:00 PM | Varsity Softball Game | vs. Sacred Heart Academy (Hamden, CT)* | | - |
| Mon 5/7 @ 7:00 PM | Varsity Lacrosse Game | vs. Wilbur Cross (New Haven, CT)* | | - |
| Mon 5/7 @ 7:00 PM | Varsity Girls Lacrosse Game | @ Shelton (CT)* | | - |
| Tue 5/8 @ 3:45 PM | JV Softball Game | vs. Sacred Heart Academy (Hamden, CT) | | - |
| Tue 5/8 @ 3:45 PM | Varsity Baseball Game | @ Xavier (Middletown, CT)* | | - |
| Wed 5/9 @ 3:45 PM | JV Baseball Game | @ Fairfield Prep (Fairfield, CT) | | - |
| Wed 5/9 @ 3:45 PM | Varsity Baseball Game | vs. Fairfield Prep (Fairfield, CT)* | | - |
| Wed 5/9 @ 4:00 PM | JV Softball Game | vs. Hand (Madison, CT) | | - |
| Wed 5/9 @ 7:00 PM | Varsity Lacrosse Game | @ Shelton (CT)* | | - |
| Wed 5/9 @ 7:00 PM | Varsity Softball Game | vs. Hand (Madison, CT) | | - |
| Thu 5/10 @ TBA | Varsity Baseball Game | vs. Fairfield Prep (Fairfield, CT)* | | - |
| Thu 5/10 @ TBA | JV Baseball Game | vs. Fairfield Prep (Fairfield, CT) | | - |
| Thu 5/10 @ TBA | Varsity Softball Game | vs. Mercy (Middletown, CT)* | | - |
| Thu 5/10 @ 3:15 PM | JV Baseball Game | vs. Fairfield Prep (Fairfield, CT) | | - |
| Thu 5/10 @ 3:45 PM | JV Softball Game | vs. Mercy (Middletown, CT) | | - |
| Thu 5/10 @ 4:00 PM | JV Softball Game | vs. Hand (Madison, CT) | | - |
| Thu 5/10 @ 7:00 PM | Varsity Girls Lacrosse Game | vs. Lauralton Hall (Milford, CT) | | - |
| Thu 5/10 @ 7:00 PM | Varsity Softball Game | vs. Mercy (Middletown, CT)* | | - |
| Fri 5/11 @ 3:45 PM | Varsity Baseball Game | @ Guilford (CT) | | - |
| Fri 5/11 @ 7:00 PM | Varsity Lacrosse Game | @ Hamden (CT)* | | - |
| Sat 5/12 @ 10:30 AM | JV Baseball Game | vs. Guilford (CT) | | - |
| Sat 5/12 @ 3:00 PM | JV Baseball Game | vs. Guilford (CT) | | - |
| Mon 5/14 @ TBA | Varsity Softball Game | vs. North Haven (CT) | | - |
| Mon 5/14 @ 3:45 PM | Varsity Baseball Game | vs. Wilbur Cross (New Haven, CT) | | - |
| Mon 5/14 @ 3:45 PM | Varsity Lacrosse Game | @ Notre Dame (West Haven, CT)* | | - |
| Tue 5/15 @ TBA | JV Baseball Game | @ Wilbur Cross (New Haven, CT) | | - |
| Tue 5/15 @ 3:45 PM | JV Baseball Game | @ Wilbur Cross (New Haven, CT) | | - |
| Wed 5/16 @ TBA | Varsity Baseball Game | vs. Platt RVT (Milford, CT) | | - |
| Wed 5/16 @ 3:45 PM | Varsity Softball Game | @ Shelton (CT) | | - |
| Thu 5/17 @ TBA | Varsity Softball Game | vs. Hand (Madison, CT) | | - |
| Thu 5/17 @ 3:45 PM | JV Softball Game | @ Shelton (CT) | | - |
| Thu 5/17 @ 4:00 PM | Varsity Girls Lacrosse Game | @ Mercy (Middletown, CT)* | | - |
| Thu 5/17 @ 4:00 PM | Varsity Lacrosse Game | @ Notre Dame Catholic (Fairfield, CT) | | - |
| Thu 5/17 @ 4:00 PM | JV Softball Game | @ Shelton (CT) | | - |
| Thu 5/17 @ 5:30 PM | JV Girls Lacrosse Game | @ Mercy (Middletown, CT) | | - |
| Thu 5/17 @ 7:00 PM | Varsity Softball Game | vs. Hand (Madison, CT) | | - |
| Fri 5/18 @ 3:45 PM | Varsity Baseball Game | vs. Hand (Madison, CT) | | - |
| Fri 5/18 @ 3:45 PM | JV Softball Game | vs. Amity Regional (Woodbridge, CT) | | - |
| Fri 5/18 @ 7:00 PM | Varsity Softball Game | vs. Amity Regional (Woodbridge, CT) | | - |
| Fri 5/18 @ 7:00 PM | Varsity Lacrosse Game | vs. Stratford (CT) | | - |
| Sat 5/19 @ 11:00 AM | JV Baseball Game | @ Hand (Madison, CT) | | - |
| Sat 5/19 @ 12:00 PM | Varsity Girls Lacrosse Game | vs. Amity Regional (Woodbridge, CT)* | | - |
| Sat 5/19 @ 1:00 PM | Varsity Lacrosse Game | vs. Xavier (Middletown, CT)* | | - |
| Mon 5/21 @ TBA | JV Baseball Game | vs. Sheehan (Wallingford, CT) | | - |
| Mon 5/21 @ 3:45 PM | JV Baseball Game | vs. Sheehan (Wallingford, CT) | | - |
| Mon 5/21 @ 3:45 PM | Varsity Baseball Game | @ Platt RVT (Milford, CT) | | - |
| Mon 5/21 @ 4:00 PM | Varsity Baseball Game | @ Platt RVT (Milford, CT) | | - |
| Mon 5/21 @ 7:00 PM | Varsity Softball Game | vs. Foran (Milford, CT) | | - |
| Tue 5/22 @ 3:45 PM | JV Baseball Game | @ Fairfield Prep (Fairfield, CT) | | - |
| Tue 5/22 @ 3:45 PM | JV Softball Game | vs. Foran (Milford, CT) | | - |
| Wed 5/23 @ 11:00 AM | JV Baseball Game | @ Hand (Madison, CT) | | - |
| Tue 5/29 @ 3:30 PM | Varsity Baseball Game | @ Xavier (Middletown, CT)*** | | - |