| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | November 7, 2023 | 9:30 AM | 10:30 AM | Practice | St. Pius | |
| Wednesday | November 8, 2023 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Thursday | November 9, 2023 | 5:30 PM | 6:45 PM | Practice | Woods Court A | |
| Saturday | November 11, 2023 | 9:00 AM | 10:00 AM | Game | Parsons Complex | @ Milford Knights White |
| Sunday | November 12, 2023 | 8:00 AM | 9:00 AM | Game | Parsons Complex | @ Milford Blue |
| Wednesday | November 15, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | November 16, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Saturday | November 18, 2023 | 10:00 AM | 11:00 AM | Game | Parsons Complex | @ Westport PAL Blue |
| Sunday | November 19, 2023 | 10:15 AM | 11:15 AM | Game | Insports Centers | @ TBD |
| Monday | November 20, 2023 | 7:00 PM | 8:15 PM | Practice | Greek Court A | 4B Blue |
| Wednesday | November 29, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | November 30, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Saturday | December 2, 2023 | 9:40 AM | 10:40 AM | Game | Parsons Complex | @ Milford Knights Blue |
| Sunday | December 3, 2023 | 1:15 PM | 2:15 PM | Game | Parsons Complex | @ Guilford |
| Wednesday | December 6, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | December 7, 2023 | 7:15 PM | 8:30 PM | Practice | RLMS Court A | |
| Saturday | December 9, 2023 | 8:00 AM | 9:00 AM | Game | Insports Centers | @ Shelton |
| Sunday | December 10, 2023 | 3:15 PM | 4:15 PM | Game | Parsons Complex | @ Westport YMCA Blue |
| Sunday | December 10, 2023 | 4:30 PM | 5:30 PM | Game | Parsons Complex | @ Westport PAL Blue |
| Thursday | December 14, 2023 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Saturday | December 16, 2023 | 8:00 AM | 9:00 AM | Game | Insports Centers | @ Westport Pal White |
| Saturday | December 16, 2023 | 3:30 PM | 4:30 PM | Game | Frank Scott Bunnell High School | @ St. Theresa 5B |
| Sunday | December 17, 2023 | 10:00 AM | 11:00 AM | Game | Parsons Complex | @ Milford Knights Blue |
| Sunday | December 17, 2023 | 1:00 PM | 2:00 PM | Game | Insports Centers | @ Stratford PAL Blue 5B |
| Wednesday | December 20, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | December 21, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Wednesday | January 3, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | January 4, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Saturday | January 6, 2024 | 8:00 AM | 9:00 AM | Game | Mohegan Sun | @ Natick, MA |
| Saturday | January 6, 2024 | 9:40 AM | 10:40 AM | Game | Mohegan Sun | @ Madison - BLACK |
| Sunday | January 7, 2024 | TBD | TBD | Game | Mohegan Sun | @ TBD |
| Wednesday | January 10, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | January 11, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Saturday | January 13, 2024 | 4:45 PM | 5:45 PM | Game | Stamford JCC | @ Stamford JCC |
| Sunday | January 14, 2024 | 8:00 AM | 9:00 AM | Game | Parsons Complex | @ Stratford PAL |
| Wednesday | January 17, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | 4B Yellow |
| Thursday | January 18, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Saturday | January 20, 2024 | 9:00 AM | 10:15 AM | Game | 75 3rd St | @ Greenwich Select |
| Saturday | January 20, 2024 | 2:30 PM | 3:30 PM | Game | Frank Scott Bunnell High School | @ Stratford PAL White 5B |
| Wednesday | January 24, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | January 25, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Saturday | January 27, 2024 | 8:00 AM | 9:00 AM | Game | Yanity Gymnasium Town of Ridgefield | vs. Ridgefield |
| Sunday | January 28, 2024 | 4:30 PM | 5:30 PM | Game | Parsons Complex | @ Norwalk Youth Carver |
| Wednesday | January 31, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | February 1, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Friday | February 2, 2024 | 6:30 PM | 7:45 PM | Meeting | Fairfield Ludlowe High School | |
| Sunday | February 4, 2024 | 8:00 AM | 9:00 AM | Game | Insports Centers | @ REBA 5B |
| Sunday | February 4, 2024 | 11:00 AM | 12:00 PM | Game | Parsons Complex | @ St. Theresa - Mike |
| Wednesday | February 7, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | February 8, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Friday | February 9, 2024 | 6:45 PM | 8:00 PM | Practice | Woods Court B | |
| Saturday | February 10, 2024 | 10:00 AM | 11:00 AM | Game | Parsons Complex | @ TBD (NORWALK OR SHELTON) |
| Sunday | February 11, 2024 | 10:15 AM | 11:15 AM | Game | Parsons Complex | @ TBD |
| Wednesday | February 14, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | February 15, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Friday | February 16, 2024 | 10:00 AM | 11:15 AM | Extra-Practice | St. Ann Church | |
| Monday | February 19, 2024 | 10:00 AM | 11:15 AM | Extra-Practice | St. Ann Church | |
| Wednesday | February 21, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | February 22, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Saturday | February 24, 2024 | 4:30 PM | 5:30 PM | Game | Parsons Complex | @ East Greenwich (RI) |
| Wednesday | February 28, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | February 29, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Saturday | March 2, 2024 | 9:00 AM | 10:00 AM | Game | Parsons Complex | @ Wilton |
| Wednesday | March 6, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court A | |
| Thursday | March 7, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Sunday | March 10, 2024 | 8:00 AM | 9:00 AM | Game | Frank Scott Bunnell High School | @ TBD (HOOPFEST) |
| Sunday | March 10, 2024 | 11:00 AM | 12:00 PM | Game | Parsons Complex | @ TBD (HOOPFEST) |