| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Wednesday | November 1, 2023 | 7:00 PM | 8:30 PM | Meeting | Bedford Middle School | |
| Wednesday | November 8, 2023 | 7:30 PM | 8:45 PM | Practice | McKinley | 6G Black |
| Tuesday | November 14, 2023 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Friday | November 17, 2023 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Tuesday | November 21, 2023 | 7:30 PM | 8:45 PM | Practice | McKinley | 6G Black |
| Tuesday | November 28, 2023 | 7:30 PM | 8:45 PM | Practice | RLMS Court B | |
| Friday | December 1, 2023 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Sunday | December 3, 2023 | 12:30 PM | 1:30 PM | Game | NCSS Court 1 | @ NEW CANAAN 6G |
| Tuesday | December 5, 2023 | 7:30 PM | 8:45 PM | Practice | RLMS Court B | |
| Friday | December 8, 2023 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Sunday | December 10, 2023 | 10:15 AM | 11:15 AM | Game | Westhill HS Main Gym | @ STAMFORD YOUNGTIMERS |
| Tuesday | December 12, 2023 | 6:15 PM | 7:30 PM | Practice | McKinley | 6G Black |
| Friday | December 15, 2023 | 5:00 PM | 6:15 PM | Practice | RLMS Court B | 6G Black |
| Saturday | December 16, 2023 | 10:30 AM | 11:30 AM | Game | Weston HS Old Gym | @ WESTON |
| Tuesday | December 19, 2023 | 7:30 PM | 8:45 PM | Practice | RLMS Court B | |
| Tuesday | January 2, 2024 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Friday | January 5, 2024 | 5:30 PM | 6:45 PM | Practice | Woods Court B | |
| Saturday | January 6, 2024 | 1:50 PM | 2:50 PM | Game | Mohegan Sun | vs. Southern Tier Rage |
| Saturday | January 6, 2024 | 4:20 PM | 5:20 PM | Game | Mohegan Sun | vs. Hopedale |
| Sunday | January 7, 2024 | 12:00 AM | 1:00 AM | Game | Mohegan Sun | @ MOHEGAN SUN WINTER CHAMPIONSHIPS |
| Tuesday | January 9, 2024 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Friday | January 12, 2024 | 5:30 PM | 6:45 PM | Practice | Woods Court B | |
| Saturday | January 13, 2024 | 11:30 AM | 12:30 PM | Game | (Non-League) Middlebrook School | @ WILTON |
| Tuesday | January 16, 2024 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Wednesday | January 17, 2024 | 7:00 PM | 8:00 PM | Practice | RLMS Small Gym | |
| Friday | January 19, 2024 | 6:15 PM | 7:30 PM | Practice | RLMS Court B | |
| Saturday | January 20, 2024 | 3:15 PM | 4:15 PM | Game | St. Ann Church | vs. NEW CANAAN 6G |
| Sunday | January 21, 2024 | 3:15 PM | 4:15 PM | Game | St. Ann Church | vs. WESTON 6G |
| Tuesday | January 23, 2024 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Thursday | January 25, 2024 | 6:00 PM | 7:00 PM | Practice | RLMS Small Gym | |
| Friday | January 26, 2024 | 8:00 PM | 9:00 PM | Game | Long Lots Elementary School | @ WESTPORT PAL WHITE 6G |
| Saturday | January 27, 2024 | 12:45 PM | 1:45 PM | Game | St. Ann Church | vs. ST. MARK 5/6G |
| Sunday | January 28, 2024 | 2:30 PM | 3:30 PM | Game | (Non-League) Rochambeau Middle School | @ POMPERAUG 6G |
| Tuesday | January 30, 2024 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Friday | February 2, 2024 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Saturday | February 3, 2024 | 2:00 PM | 3:00 PM | Game | St. Ann Church | vs. MT. VERNON JR. KNIGHTS 5/6G |
| Sunday | February 4, 2024 | 1:30 PM | 2:30 PM | Game | Saint Mark School | @ ST. MARK 5/6G |
| Tuesday | February 6, 2024 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Friday | February 9, 2024 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Saturday | February 10, 2024 | 9:00 AM | 10:00 AM | Game | St. Ann Church | vs. STAMFORD YOUNGTIMERS |
| Sunday | February 11, 2024 | 2:15 PM | 3:15 PM | Game | (Non-League) New Fairfield Middle School - Old Gym | @ NEW FAIRFIELD 6G |
| Wednesday | February 14, 2024 | 5:45 PM | 7:00 PM | Practice | St. Ann | 5G Blue |
| Thursday | February 15, 2024 | 7:00 PM | 8:00 PM | Practice | RLMS Small Gym | |
| Tuesday | February 20, 2024 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Friday | February 23, 2024 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Saturday | February 24, 2024 | 1:30 PM | 2:30 PM | Game | (Non-League) St. Mary School | @ St Mary-Ridgefield 6G |
| Saturday | February 24, 2024 | 5:30 PM | 6:30 PM | Game | Frank Scott Bunnell High School | vs. St Theresa 6G Salerno |
| Tuesday | February 27, 2024 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Friday | March 1, 2024 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Saturday | March 2, 2024 | 2:00 PM | 3:00 PM | Game | Foran High School | @ St. Mary of Ridgefield 6G |
| Saturday | March 2, 2024 | 4:30 PM | 5:30 PM | Game | Weston High School | @ St. Theresa (Playoff) |
| Tuesday | March 5, 2024 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Friday | March 8, 2024 | 5:00 PM | 6:15 PM | Practice | RLMS Court B | |
| Saturday | March 9, 2024 | 6:00 PM | 7:00 PM | Game | Insports Centers | @ Hoopfest Semifinal |