| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Wednesday | November 1, 2023 | 7:00 PM | 8:30 PM | Meeting | Weston Middle School | |
| Wednesday | November 8, 2023 | 4:15 PM | 4:30 PM | Training | St. Ann Church | |
| Wednesday | November 8, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Thursday | November 9, 2023 | 6:15 PM | 7:30 PM | Practice | McKinley | |
| Friday | November 10, 2023 | 7:30 PM | 8:30 PM | Game | Insports Centers | vs. Newtown Blue 5B |
| Wednesday | November 15, 2023 | 4:15 PM | 4:30 PM | Training | St. Ann Church | |
| Wednesday | November 15, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | November 17, 2023 | 5:30 PM | 6:30 PM | Game | Insports Centers | @ St Theresa 5B |
| Saturday | November 18, 2023 | 3:15 PM | 4:15 PM | Game | Parsons Complex | vs. Milford Knights Blue 5B |
| Sunday | November 19, 2023 | 8:15 AM | 9:15 AM | Game | Insports Centers | vs. Dribble Drive |
| Sunday | November 19, 2023 | 8:15 AM | 9:15 AM | Game | Insports Centers | @ Orangemen 5B |
| Monday | November 20, 2023 | 4:30 PM | 5:30 PM | Practice | St. Ann | 5B Blue |
| Wednesday | November 29, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | December 1, 2023 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Saturday | December 2, 2023 | 5:45 PM | 6:45 PM | Game | St Ann Church | vs. Milford Knights Blue 5B |
| Sunday | December 3, 2023 | 5:30 PM | 6:30 PM | Game | Jonathan Law High School | @ Stratford PAL Blue 6th |
| Wednesday | December 6, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | December 8, 2023 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Saturday | December 9, 2023 | 1:00 PM | 2:00 PM | Game | Insports Centers | @ Trumbull 6th Grade |
| Saturday | December 9, 2023 | 5:45 PM | 6:45 PM | Game | St Ann Church | vs. St Theresa 5B |
| Monday | December 11, 2023 | 7:00 PM | 8:00 PM | Practice | RLMS Court A | |
| Wednesday | December 13, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | December 16, 2023 | 7:30 PM | 8:30 PM | Game | Frank Scott Bunnell High School | @ North Haven 6th Grade |
| Sunday | December 17, 2023 | 1:30 PM | 2:30 PM | Game | Jonathan Law High School | @ Seymour 6th Grade |
| Wednesday | December 20, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Wednesday | December 27, 2023 | 8:00 AM | 9:15 AM | Game | Connecticut Sports Center | @ Branford |
| Wednesday | December 27, 2023 | 9:30 AM | 10:45 AM | Game | Connecticut Sports Center | @ North Branford |
| Wednesday | January 3, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | January 5, 2024 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Saturday | January 6, 2024 | 9:40 AM | 10:40 AM | Game | Mohegan Sun | @ Dribble Drive Orange 5B |
| Saturday | January 6, 2024 | 11:20 AM | 12:20 PM | Game | Mohegan Sun | @ EGBA 5B |
| Sunday | January 7, 2024 | 1:00 PM | 2:00 PM | Game | Mohegan Sun | @ Westport YMCA 5B |
| Sunday | January 7, 2024 | 3:30 PM | 4:30 PM | Game | Mohegan Sun | @ Smithfield RI 5B |
| Wednesday | January 10, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | January 12, 2024 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Sunday | January 14, 2024 | 2:00 PM | 3:00 PM | Game | Insports Centers | @ Milford White 6th Grade |
| Wednesday | January 17, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | January 19, 2024 | 6:15 PM | 7:15 PM | Game | Newtown MS A Gym | @ Newtown Gold 5B |
| Saturday | January 20, 2024 | 10:15 AM | 11:15 AM | Game | St Ann Church | vs. Westport YMCA 5B |
| Sunday | January 21, 2024 | 8:00 AM | 9:00 AM | Game | Frank Scott Bunnell High School | @ Monroe 6th Grade |
| Sunday | January 21, 2024 | 10:00 AM | 11:00 AM | Game | Frank Scott Bunnell High School | @ Naugatuck Power 6th Grade |
| Monday | January 22, 2024 | 6:30 PM | 7:30 PM | Game | Wakeman Boys & Girls Club - Madison Avenue Community Clubhouse | @ Bridgeport MAC Caribe 6B |
| Wednesday | January 24, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | January 26, 2024 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Saturday | January 27, 2024 | 1:00 PM | 2:00 PM | Game | Middlebrook MS New Gym | @ Wilton Blue 5B |
| Sunday | January 28, 2024 | 11:30 AM | 12:45 PM | Game | St Ann Church | vs. One Five Norwalk 5B |
| Sunday | January 28, 2024 | 11:30 AM | 12:45 PM | Game | St. Ann Church | vs. One Five Norwalk |
| Sunday | January 28, 2024 | 2:15 PM | 3:15 PM | Game | Frank Scott Bunnell High School | @ East Haven 6th Grade |
| Wednesday | January 31, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | February 2, 2024 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Friday | February 2, 2024 | 6:30 PM | 8:00 PM | Meeting | Fairfield Ludlowe High School | |
| Saturday | February 3, 2024 | 12:30 PM | 1:30 PM | Game | St Theresa | @ St Theresa 5B |
| Wednesday | February 7, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | February 9, 2024 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Saturday | February 10, 2024 | 10:15 AM | 11:15 AM | Game | St Ann Church | vs. Ridgefield Black 5B |
| Saturday | February 10, 2024 | 1:30 PM | 2:30 PM | Game | Middlesex MS Small | @ Darien YMCA Blue 5B |
| Saturday | February 10, 2024 | 7:30 PM | 8:30 PM | Game | Flood Middle School | @ Milford 6th Blue |
| Sunday | February 11, 2024 | 12:00 PM | 1:15 PM | Game | Insports Centers | vs. Tbd |
| Monday | February 12, 2024 | 6:00 PM | 7:00 PM | Practice | RLMS Small Gym | |
| Tuesday | February 13, 2024 | 4:30 PM | 5:30 PM | Game | St. Ann Church | @ Westport PAL |
| Wednesday | February 14, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Sunday | February 18, 2024 | 3:15 PM | 4:30 PM | Game | St. Ann Church | vs. One Five Norwalk 5B |
| Wednesday | February 21, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Thursday | February 22, 2024 | 7:00 PM | 8:00 PM | Practice | RLMS Small Gym | |
| Saturday | February 24, 2024 | 12:00 PM | 1:00 PM | Game | Saint Mark School | @ St. Mark 6B |
| Saturday | February 24, 2024 | 3:15 PM | 4:30 PM | Game | Parsons Complex | vs. FCF |
| Wednesday | February 28, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | March 1, 2024 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Saturday | March 2, 2024 | 1:50 PM | 3:10 PM | Game | Stamford JCC | vs. Westport PAL Blue 5B |
| Sunday | March 3, 2024 | 9:15 AM | 10:30 AM | Game | Easton Community Center | @ TBD |
| Sunday | March 3, 2024 | 9:15 AM | 10:35 AM | Game | Easton CC | vs. Darien YMCA Blue 5B |
| Sunday | March 3, 2024 | 3:15 PM | 4:30 PM | Game | Milford City Parsons Government Center | @ Newtown |
| Wednesday | March 6, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | March 8, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | March 9, 2024 | 4:30 PM | 5:50 PM | Game | Danbury HS -M Main Gym | vs. Westport YMCA 5B |
| Sunday | March 10, 2024 | 8:00 AM | 9:00 AM | Game | Insports Centers | vs. Dribble Drive Orange |
| Sunday | March 10, 2024 | 12:00 PM | 1:00 PM | Game | Insports Centers | vs. Westport YMCA |
| Wednesday | March 13, 2024 | 4:00 PM | 5:00 PM | Practice | St. Ann |