| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | March 4, 2024 | 3:00 PM | 4:00 PM | Training | Chelsea Piers Athletic Club | |
| Tuesday | March 5, 2024 | 3:00 PM | 4:00 PM | Training | Chelsea Piers Athletic Club | |
| Wednesday | March 6, 2024 | 3:00 PM | 4:00 PM | Training | Chelsea Piers Athletic Club | |
| Thursday | March 7, 2024 | 3:00 PM | 4:00 PM | Training | Chelsea Piers Athletic Club | |
| Friday | March 8, 2024 | 3:00 PM | 4:00 PM | Training | Chelsea Piers Athletic Club | |
| Sunday | March 10, 2024 | 9:00 AM | 12:00 PM | Other | Darien High School | |
| Monday | March 11, 2024 | 2:45 PM | 4:45 PM | Training | Darien High School | |
| Tuesday | March 12, 2024 | 2:45 PM | 4:45 PM | Training | Darien High School | |
| Wednesday | March 13, 2024 | 2:45 PM | 4:45 PM | Training | Darien High School | |
| Thursday | March 14, 2024 | 2:45 PM | 4:45 PM | Training | Darien High School | |
| Friday | March 15, 2024 | 2:45 PM | 4:45 PM | Training | Darien High School | |
| Saturday | March 16, 2024 | 8:00 AM | 11:00 AM | Extra-Practice | Darien High School | |
| Sunday | March 17, 2024 | 9:00 AM | 11:00 AM | Training | Darien High School | |
| Monday | March 18, 2024 | 2:45 PM | 5:45 PM | Extra-Practice | Darien High School | |
| Tuesday | March 19, 2024 | 3:00 PM | 4:30 PM | Other | Darien High School | |
| Wednesday | March 20, 2024 | 2:45 PM | 5:45 PM | Extra-Practice | Darien High School | |
| Thursday | March 21, 2024 | 2:45 PM | 3:45 PM | Extra-Practice | Darien High School | |
| Friday | March 22, 2024 | TBD | TBD | Other | Thurlow Residence | |
| Friday | March 22, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Saturday | March 23, 2024 | 12:45 PM | 2:15 PM | Other | Darien High School | |
| Monday | March 25, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Tuesday | March 26, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Wednesday | March 27, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Thursday | March 28, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Friday | March 29, 2024 | 12:00 PM | 2:00 PM | Extra-Practice | Darien High School | |
| Saturday | March 30, 2024 | 10:00 AM | 11:30 AM | Game | Fairfield University | @ Fairfield Prep |
| Monday | April 1, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Tuesday | April 2, 2024 | 4:00 PM | 5:30 PM | Game | Darien High School | vs. Wilton |
| Wednesday | April 3, 2024 | 5:00 PM | 6:30 PM | Game | Chaminade High School | @ Chaminade |
| Thursday | April 4, 2024 | 4:30 PM | 6:00 PM | Game | Darien High School | vs. Greenwich |
| Friday | April 5, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Monday | April 8, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Tuesday | April 9, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Wednesday | April 10, 2024 | 5:00 PM | 6:30 PM | Game | Westhill High School | @ Westhill |
| Thursday | April 11, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Friday | April 12, 2024 | 4:00 PM | 5:00 PM | Game | Darien High School | vs. Fairfield Ludlowe |
| Saturday | April 13, 2024 | 10:30 AM | 12:00 PM | Game | Darien High School | vs. St Anthony's |
| Monday | April 15, 2024 | TBD | TBD | Extra-Practice | Darien High School | |
| Tuesday | April 16, 2024 | TBD | TBD | Extra-Practice | Darien High School | |
| Wednesday | April 17, 2024 | 4:30 PM | 5:30 PM | Game | Staples High School | @ Staples |
| Thursday | April 18, 2024 | TBD | TBD | Extra-Practice | Darien High School | |
| Friday | April 19, 2024 | 12:00 PM | 1:30 PM | Game | New Canaan High School | @ New Canaan |
| Monday | April 22, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Tuesday | April 23, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Thursday | April 25, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Friday | April 26, 2024 | 2:45 PM | 3:45 PM | Extra-Practice | Darien High School | |
| Saturday | April 27, 2024 | 10:00 AM | 11:00 AM | Game | Darien High School | vs. Stamford |
| Saturday | April 27, 2024 | 10:30 AM | 12:00 PM | Game | Darien High School | vs. Chaminade |
| Monday | April 29, 2024 | 4:15 PM | 5:15 PM | Game | Allens Meadows Park | @ Wilton |
| Tuesday | April 30, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Wednesday | May 1, 2024 | 4:30 PM | 6:00 PM | Game | Darien High School | vs. Fairfield Prep |
| Thursday | May 2, 2024 | 2:45 PM | 3:45 PM | Extra-Practice | Darien High School | |
| Friday | May 3, 2024 | 5:00 PM | 6:30 PM | Game | Don Bosco Preparatory High School | @ Don Bosco |
| Friday | May 3, 2024 | 5:00 PM | 6:30 PM | Game | Greenwich High School | @ Greenwich |
| Saturday | May 4, 2024 | 1:00 PM | 2:30 PM | Game | Don Bosco Preparatory High School | vs. Delbarton |
| Monday | May 6, 2024 | 5:00 PM | 6:30 PM | Game | Darien High School | vs. New Canaan |
| Tuesday | May 7, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Wednesday | May 8, 2024 | 5:00 PM | 6:30 PM | Game | St. Anthony's High School | @ St Anthony's |
| Thursday | May 9, 2024 | 4:00 PM | 5:30 PM | Game | Darien High School | vs. Staples |
| Friday | May 10, 2024 | 7:00 PM | 8:00 PM | Game | Don Bosco Preparatory High School | @ Fairfield Prep |
| Saturday | May 11, 2024 | 3:00 PM | 4:00 PM | Game | Don Bosco Preparatory High School | @ Seton Hall Prep |
| Monday | May 13, 2024 | 2:45 PM | 4:45 PM | Extra-Practice | Darien High School | |
| Tuesday | May 14, 2024 | 2:45 PM | 4:15 PM | Extra-Practice | Darien High School | |
| Tuesday | May 14, 2024 | 3:30 PM | 4:30 PM | Game | Darien High School | @ DHS JV |
| Wednesday | May 15, 2024 | 2:45 PM | 4:15 PM | Extra-Practice | Darien High School | |
| Thursday | May 16, 2024 | 4:00 PM | 5:00 PM | Game | Ridgefield High School | @ Ridgefield |
| Tuesday | May 21, 2024 | 5:00 PM | 6:00 PM | Game | Guilford High School | @ Guilford |