| Tue 5/1 @ 3:45 PM | JV Baseball Game | vs. Wilby (Waterbury, CT) | | - |
| Wed 5/2 @ 3:45 PM | JV Softball Game | vs. Crosby (Waterbury, CT) | | - |
| Wed 5/2 @ 3:45 PM | Varsity Baseball Game | @ Crosby (Waterbury, CT) | | - |
| Thu 5/3 @ 3:45 PM | Varsity Softball Game | vs. Crosby (Waterbury, CT) | | - |
| Thu 5/3 @ 4:00 PM | JV Baseball Game | @ Crosby (Waterbury, CT) | | - |
| Fri 5/4 @ TBA | Varsity Baseball Game | @ Derby (CT)* | | - |
| Fri 5/4 @ 5:00 PM | Varsity Softball Game | vs. Derby (CT) | | - |
| Mon 5/7 @ TBA | Varsity Baseball Game | vs. Ansonia (CT)* | | - |
| Mon 5/7 @ 3:30 PM | Varsity Softball Game | @ Ansonia (CT)* | | - |
| Mon 5/7 @ 3:30 PM | JV Softball Game | @ Ansonia (CT) | | - |
| Mon 5/7 @ 3:45 PM | Freshman Baseball Game | vs. Ansonia (CT) | | - |
| Mon 5/7 @ 4:15 PM | JV Softball Game | @ Ansonia (CT) | | - |
| Tue 5/8 @ 3:30 PM | JV Baseball Game | vs. Ansonia (CT) | | - |
| Tue 5/8 @ 3:45 PM | Varsity Baseball Game | @ St. Joseph (Trumbull, CT) | | - |
| Wed 5/9 @ TBA | Varsity Baseball Game | @ Woodland Regional (Beacon Falls, CT)* | | - |
| Wed 5/9 @ 3:30 PM | Freshman Baseball Game | @ Woodland Regional (Beacon Falls, CT) | | - |
| Wed 5/9 @ 5:00 PM | Varsity Softball Game | vs. Woodland Regional (Beacon Falls, CT)* | | - |
| Thu 5/10 @ 3:30 PM | JV Baseball Game | @ Woodland Regional (Beacon Falls, CT) | | - |
| Sat 5/12 @ 10:30 AM | JV Baseball Game | vs. Prince RVT (Hartford, CT) | | - |
| Sat 5/12 @ 11:05 AM | JV Softball Game | @ Prince RVT (Hartford, CT) | | - |
| Mon 5/14 @ 3:30 PM | JV Baseball Game | vs. Prince RVT (Hartford, CT) | | - |
| Mon 5/14 @ 4:00 PM | Varsity Softball Game | @ St. Paul Catholic (Bristol, CT)* | | - |
| Mon 5/14 @ 4:00 PM | Varsity Baseball Game | vs. St. Paul Catholic (Bristol, CT)* | | - |
| Tue 5/15 @ 3:45 PM | Varsity Baseball Game | @ Watertown (CT)* | | - |
| Wed 5/16 @ 5:00 PM | Varsity Softball Game | vs. Watertown (CT)* | | - |
| Thu 5/17 @ 3:45 PM | Varsity Baseball Game | vs. Wolcott (CT)* | | - |
| Thu 5/17 @ 3:45 PM | Varsity Softball Game | @ Wolcott (CT)* | | - |
| Thu 5/17 @ 3:45 PM | JV Softball Game | @ Wolcott (CT) | | - |
| Thu 5/17 @ 3:45 PM | Freshman Baseball Game | vs. Wolcott (CT) | | - |
| Thu 5/17 @ 4:00 PM | JV Softball Game | @ Wolcott (CT) | | - |
| Fri 5/18 @ 3:30 PM | JV Baseball Game | vs. Wolcott (CT) | | - |
| Mon 5/21 @ 3:30 PM | Varsity Softball Game | vs. Holy Cross (Waterbury, CT)*** | | - |
| Wed 5/23 @ 7:15 PM | Varsity Softball Game | @ Naugatuck (CT)*** | | - |
| Thu 5/24 @ 3:30 PM | Varsity Softball Game | @ Torrington (CT)*** | | - |