| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Wednesday | November 1, 2023 | 7:00 PM | 8:30 PM | Meeting | Weston Middle School | |
| Monday | November 6, 2023 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Friday | November 10, 2023 | 11:30 AM | 12:45 PM | Practice | St. Pius | |
| Friday | November 10, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Tuesday | November 14, 2023 | 6:15 PM | 7:30 PM | Practice | McKinley | |
| Friday | November 17, 2023 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Tuesday | November 21, 2023 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Tuesday | November 28, 2023 | 6:15 PM | 7:30 PM | Practice | McKinley | |
| Friday | December 1, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | December 2, 2023 | 12:45 PM | 1:45 PM | Game | St. Ann Church | vs. Mt. Vernon Jr. Knights |
| Sunday | December 3, 2023 | 5:30 PM | 6:30 PM | Game | Jonathan Law High School | @ Trumbull Travel |
| Tuesday | December 5, 2023 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | 6B Blue |
| Friday | December 8, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Friday | December 8, 2023 | 6:15 PM | 7:15 PM | Game | Reed Intermediate School | @ Newtown Gold |
| Saturday | December 9, 2023 | 3:30 PM | 4:30 PM | Game | Frank Scott Bunnell High School | @ Milford WHITE |
| Friday | December 15, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | December 16, 2023 | 10:00 AM | 11:00 AM | Game | Middlebrook School | @ Wilton |
| Saturday | December 16, 2023 | 6:30 PM | 7:30 PM | Game | Bedford Middle School | @ Westport PAL Blue |
| Sunday | December 17, 2023 | 1:30 PM | 2:30 PM | Game | Jonathan Law High School | @ East Haven |
| Tuesday | December 19, 2023 | 6:15 PM | 7:30 PM | Practice | McKinley | |
| Tuesday | January 2, 2024 | 6:15 PM | 7:30 PM | Practice | McKinley | |
| Friday | January 5, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | January 6, 2024 | 1:00 PM | 2:00 PM | Game | Mohegan Sun | vs. Lincoln Sudbury |
| Saturday | January 6, 2024 | 2:40 PM | 3:40 PM | Game | Mohegan Sun | @ North Attleboro |
| Sunday | January 7, 2024 | 2:40 PM | 3:40 PM | Game | Mohegan Sun | @ Paramus Spartans, NJ |
| Sunday | January 7, 2024 | 6:00 PM | 7:00 PM | Game | Mohegan Sun | @ TBD |
| Tuesday | January 9, 2024 | 6:00 PM | 7:00 PM | Practice | RLMS Small Gym | |
| Friday | January 12, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | January 13, 2024 | 12:45 PM | 1:45 PM | Game | St. Ann Church | vs. One Five Norwalk |
| Saturday | January 13, 2024 | 6:00 PM | 7:00 PM | Game | St. Joseph High School | @ St Theresa |
| Tuesday | January 16, 2024 | 6:15 PM | 7:30 PM | Practice | McKinley | 6B Yellow |
| Friday | January 19, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | January 20, 2024 | 3:15 PM | 4:15 PM | Game | Stamford JCC | @ Stamford JCC Blue |
| Sunday | January 21, 2024 | 11:15 AM | 12:15 PM | Game | Westport Weston Family YMCA | @ Westport YMCA |
| Tuesday | January 23, 2024 | 6:15 PM | 7:30 PM | Practice | McKinley | |
| Friday | January 26, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | January 27, 2024 | 6:30 PM | 7:30 PM | Game | Bedford Middle School | @ Westport PAL Blue |
| Tuesday | January 30, 2024 | 6:15 PM | 7:30 PM | Practice | McKinley | |
| Friday | February 2, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | February 3, 2024 | 3:00 PM | 4:00 PM | Game | Westport Weston Family YMCA | @ Westport YMCA |
| Saturday | February 3, 2024 | 7:00 PM | 8:00 PM | Game | St. Ann Church | vs. One Five Norwalk |
| Sunday | February 4, 2024 | 1:00 PM | 2:00 PM | Game | South End Rec | @ Waterbury South End |
| Tuesday | February 6, 2024 | 6:15 PM | 7:30 PM | Practice | McKinley | |
| Friday | February 9, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | February 10, 2024 | 4:00 PM | 5:00 PM | Game | Middlesex Middle School | @ Darien YMCA |
| Saturday | February 10, 2024 | 7:00 PM | 8:00 PM | Game | St. Ann Church | vs. New Canaan Black |
| Tuesday | February 13, 2024 | 6:15 PM | 7:30 PM | Practice | McKinley | 6B Blue |
| Friday | February 16, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | 6B RED |
| Saturday | February 17, 2024 | 1:00 PM | 2:00 PM | Game | Danbury | vs. Danbury PAL |
| Tuesday | February 20, 2024 | 6:15 PM | 7:30 PM | Practice | McKinley | |
| Friday | February 23, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Sunday | February 25, 2024 | 9:00 AM | 10:00 AM | Game | Insports Centers | @ Newtown 6B Gold (Hoopfest Tournament) |
| Tuesday | February 27, 2024 | 8:00 PM | 9:00 PM | Practice | RLMS Small Gym | |
| Friday | March 1, 2024 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Saturday | March 2, 2024 | 2:15 PM | 3:15 PM | Game | Holy Trinity Greek Orthodox Church | @ TBD- FCBL PLAYOFFS |
| Sunday | March 3, 2024 | 10:00 AM | 11:00 AM | Game | Insports Centers | @ Hamden Fathers 6B (CT HOOPFEST TOURNAMENT) |
| Tuesday | March 5, 2024 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Friday | March 8, 2024 | 5:00 PM | 6:00 PM | Game | Insports Centers | @ Westport PAL Blue (CT HOOPFEST TOURNAMENT) |
| Sunday | March 10, 2024 | 9:00 AM | 10:00 AM | Game | Insports Centers | @ TBD CT HOOPFEST TOURNAMENT |
| Sunday | March 10, 2024 | 11:00 AM | 12:00 PM | Game | Insports Centers | @ TBD CT HOOPFEST TOURNAMENT |