| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Wednesday | November 1, 2023 | 7:00 PM | 8:30 PM | Meeting | Bedford Middle School | |
| Tuesday | November 7, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Tuesday | November 14, 2023 | 5:00 PM | 6:15 PM | Practice | RLMS Court B | |
| Wednesday | November 15, 2023 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | November 16, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Tuesday | November 21, 2023 | 6:15 PM | 7:30 PM | Practice | McKinley | 5G Black |
| Tuesday | November 28, 2023 | 5:00 PM | 6:15 PM | Practice | RLMS Court B | |
| Wednesday | November 29, 2023 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | November 30, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | December 2, 2023 | 9:00 AM | 10:00 AM | Game | St Ann Church | vs. Pomperaug 5G |
| Wednesday | December 6, 2023 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | December 7, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | December 9, 2023 | 9:00 AM | 10:00 AM | Game | St Ann Church | vs. Milford Knights Blue 5G |
| Wednesday | December 13, 2023 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | December 14, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | December 15, 2023 | 6:15 PM | 7:15 PM | Game | Newtown MS A Gym | @ Newtown Gold 5G |
| Sunday | December 17, 2023 | 10:15 AM | 11:15 AM | Game | Westhill High School | @ Stamford Youngtimers |
| Wednesday | December 20, 2023 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | December 21, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Wednesday | January 3, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | January 4, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Wednesday | January 10, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | January 11, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Sunday | January 14, 2024 | 3:00 PM | 4:00 PM | Game | Yanity | @ Ridgefield Black 5G |
| Wednesday | January 17, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | January 18, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | January 20, 2024 | 9:00 AM | 10:00 AM | Game | St. Ann Church | vs. Norwalk |
| Sunday | January 21, 2024 | 9:00 AM | 10:00 AM | Game | Bethel Muni | @ Bethel 5G |
| Wednesday | January 24, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | January 25, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | January 27, 2024 | 9:00 AM | 10:30 AM | Game | St Ann Church | vs. New Fairfield 5G |
| Wednesday | January 31, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | February 1, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | February 3, 2024 | 9:00 AM | 10:00 AM | Game | St Ann Church | vs. Westport PAL White 5G |
| Sunday | February 4, 2024 | 10:15 AM | 11:15 AM | Game | St Ann Church | vs. Monroe Red Storm 5G |
| Wednesday | February 7, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | February 8, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Sunday | February 11, 2024 | 12:45 PM | 1:45 PM | Game | St. Ann Church | vs. Darien YMCA 5G |
| Wednesday | February 14, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | 6G Blue |
| Thursday | February 15, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Wednesday | February 21, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | February 22, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | February 24, 2024 | 10:00 AM | 11:00 AM | Game | North End Recreation Center | @ The Basketball School - WTBY 5G |
| Sunday | February 25, 2024 | 10:00 AM | 11:00 AM | Game | Middlesex Middle School | @ Darien YMCA 5G |
| Wednesday | February 28, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | February 29, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | March 1, 2024 | 6:00 PM | 7:20 PM | Game | Walsh Athletic | @ Newtown Blue 5G |
| Sunday | March 3, 2024 | 2:15 PM | 3:35 PM | Game | Hamden MS | @ The Basketball School-WTBY 5G |
| Wednesday | March 6, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | |
| Thursday | March 7, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann |