| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | March 26, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Thursday | March 28, 2024 | 6:00 PM | 7:30 PM | Practice | Taft Lower Field | |
| Thursday | April 4, 2024 | 8:00 PM | 9:00 PM | Game | WHS Turf | vs. Practice |
| Friday | April 5, 2024 | 6:00 PM | 7:00 PM | Practice | Swift Turf | Senior Boys 14U |
| Sunday | April 7, 2024 | 4:00 PM | 5:00 PM | Game | Lyman Hall HS | vs. @ Wallingford |
| Tuesday | April 9, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Thursday | April 11, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Saturday | April 13, 2024 | 2:00 PM | 3:15 PM | Game | Baldwin Park | @ New Milford |
| Tuesday | April 16, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Thursday | April 18, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Saturday | April 20, 2024 | 2:30 PM | 3:30 PM | Game | New Fairfield High School | @ New Fairfield |
| Sunday | April 21, 2024 | 3:30 PM | 5:00 PM | Game | Cadigan Park | vs. @ Brookfield |
| Tuesday | April 23, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Thursday | April 25, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Saturday | April 27, 2024 | 5:00 PM | 6:30 PM | Game | Watertown High School | vs. Wallingford |
| Sunday | April 28, 2024 | 12:15 PM | 1:45 PM | Game | WHS Turf | vs. vs Cheshire |
| Tuesday | April 30, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Thursday | May 2, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Sunday | May 5, 2024 | 3:00 PM | 4:30 PM | Game | WHS Turf | vs. Litchfield |
| Tuesday | May 7, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Thursday | May 9, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Saturday | May 11, 2024 | 5:30 PM | 7:00 PM | Game | Watertown High School | vs. Pomperaug |
| Sunday | May 12, 2024 | 9:00 AM | 10:30 AM | Game | Swift Middle School | vs. Wolcott 7/8 |
| Tuesday | May 14, 2024 | 5:45 PM | 6:00 PM | Other | John Trumbull Primary School | |
| Tuesday | May 14, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Saturday | May 18, 2024 | 1:30 PM | 6:30 PM | Game | Treadwell Memorial Park | @ Rooster Rumble |
| Sunday | May 19, 2024 | 9:15 AM | 10:15 AM | Game | Masuk High School | @ Monroe |
| Sunday | May 19, 2024 | 3:00 PM | 4:00 PM | Practice | Wolfe Park | |
| Tuesday | May 21, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Thursday | May 23, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Thursday | May 23, 2024 | 6:15 PM | 7:15 PM | Game | Morris Town Beach | @ Litchfield |
| Monday | May 27, 2024 | 8:45 AM | 10:45 AM | Other | Watertown Plaza | |
| Tuesday | May 28, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Thursday | May 30, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Saturday | June 1, 2024 | 5:00 PM | 6:15 PM | Game | Watertown High School | vs. Brookfield |
| Sunday | June 2, 2024 | 8:00 AM | 4:00 PM | Game | Yale University Athletic Fields | @ CONNY Tournament |
| Sunday | June 2, 2024 | 2:00 PM | 3:30 PM | Practice | WHS Turf | |
| Tuesday | June 4, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |
| Thursday | June 6, 2024 | 6:00 PM | 7:30 PM | Game | Taft Lower Field | vs. Practice |