| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | November 6, 2023 | 7:00 PM | 8:00 PM | Meeting | Weston Middle School | |
| Monday | November 6, 2023 | 8:00 PM | 9:15 PM | Practice | Woods Court A | |
| Wednesday | November 8, 2023 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Monday | November 13, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Wednesday | November 15, 2023 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Monday | November 20, 2023 | 5:30 PM | 6:30 PM | Practice | St. Ann | 7B Red |
| Monday | November 27, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Wednesday | November 29, 2023 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Saturday | December 2, 2023 | 10:15 AM | 11:30 AM | Game | St. Ann Church | vs. Amity - Another Level 7B |
| Monday | December 4, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Wednesday | December 6, 2023 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Saturday | December 9, 2023 | 4:30 PM | 5:45 PM | Game | St. Ann Church | vs. Wilton Blue 7B |
| Monday | December 11, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Saturday | December 16, 2023 | 2:00 PM | 3:15 PM | Game | Yanity Gym | @ Ridgefield Black 7B |
| Sunday | December 17, 2023 | 7:00 PM | 8:15 PM | Game | St. Ann Church | vs. Mount Vernon Jr. Knights 7B |
| Monday | December 18, 2023 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Wednesday | December 20, 2023 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Thursday | December 21, 2023 | 7:15 PM | 8:45 PM | Game | Wakeman Boys & Girls Club - Smilow-Burroughs Clubhouse | @ Bridgeport Smilow 7B |
| Tuesday | January 2, 2024 | 6:00 PM | 7:00 PM | Practice | RLMS Small Gym | |
| Wednesday | January 3, 2024 | 7:45 PM | 9:15 PM | Practice | St. Ann | |
| Saturday | January 6, 2024 | 5:10 PM | 6:25 PM | Game | Mohegan Sun - Court 6 | @ Lincoln Sudbury |
| Saturday | January 6, 2024 | 6:50 PM | 8:05 PM | Game | Mohegan Sun - Court 6 | @ Madison |
| Sunday | January 7, 2024 | 8:00 AM | 9:00 AM | Game | Mohegan Sun | vs. Madison |
| Monday | January 8, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Wednesday | January 10, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Thursday | January 11, 2024 | 6:30 PM | 7:45 PM | Game | Roton Middle School | @ Arise - Norwalk 7B |
| Tuesday | January 16, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Wednesday | January 17, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Saturday | January 20, 2024 | 4:30 PM | 5:45 PM | Game | St. Ann Church | vs. Milford Knights Blue 7B |
| Sunday | January 21, 2024 | 2:00 PM | 3:15 PM | Game | St. Thomas More Church | @ St. Thomas More - Darien 7B |
| Monday | January 22, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Wednesday | January 24, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Saturday | January 27, 2024 | 7:00 PM | 8:15 PM | Game | St. Ann Church | vs. Madison Black 7B |
| Monday | January 29, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Wednesday | January 31, 2024 | 7:30 PM | 9:00 PM | Practice | St. Ann | |
| Saturday | February 3, 2024 | 3:15 PM | 4:30 PM | Game | St. Ann Church | vs. Westport PAL Blue 7B |
| Sunday | February 4, 2024 | 1:00 PM | 2:15 PM | Game | Newtown High School | @ Newtown Gold 7B |
| Monday | February 5, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Wednesday | February 7, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Saturday | February 10, 2024 | 4:15 PM | 5:30 PM | Game | Foran High School | @ Milford Knights Blue 7B |
| Sunday | February 11, 2024 | 12:30 PM | 1:45 PM | Game | Police Athletic League Inc. | @ Danbury PAL Blue 7B |
| Monday | February 12, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Tuesday | February 13, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | 7B Blue |
| Wednesday | February 14, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Tuesday | February 20, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Wednesday | February 21, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Sunday | February 25, 2024 | 9:00 AM | 10:00 AM | Game | Insports Centers | vs. North Haven - Hoopfest Tourney |
| Sunday | February 25, 2024 | 1:15 PM | 2:30 PM | Game | St. Ann Church | @ Madison Black 7B |
| Monday | February 26, 2024 | 6:45 PM | 8:00 PM | Practice | RLMS Court B | |
| Wednesday | February 28, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Saturday | March 2, 2024 | 2:15 PM | 3:30 PM | Game | Wakeman Boys & Girls Club - Madison Avenue Community Clubhouse | vs. Milford - FCBL Playoffs |
| Sunday | March 3, 2024 | 12:00 PM | 1:00 PM | Game | Frank Scott Bunnell High School | vs. East Haven - Milford Hoopfest Tourney |
| Sunday | March 3, 2024 | 2:25 PM | 3:40 PM | Game | Yanity Gymnasium Town of Ridgefield | vs. Weston - FCBL Semifinals |
| Wednesday | March 6, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Thursday | March 7, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Saturday | March 9, 2024 | 3:00 PM | 4:15 PM | Game | Insports Centers | vs. Hoopfest Tourney - Winner Of Madison Black & Milford Blue Platinum Semifinals |
| Tuesday | March 12, 2024 | 5:00 PM | 6:15 PM | Practice | St. Ann | |
| Wednesday | March 13, 2024 | 7:30 PM | 8:45 PM | Extra-Practice | St. Ann Church | |
| Saturday | March 16, 2024 | 9:10 AM | 10:10 AM | Game | Longplex Family & Sports Center | vs. Longmeadow, MA - Providence Pool Play |
| Sunday | March 17, 2024 | TBD | TBD | Game | TBD | vs. Providence Tourney |