| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | November 14, 2023 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | November 16, 2023 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Tuesday | November 21, 2023 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Tuesday | November 28, 2023 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | November 30, 2023 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Saturday | December 2, 2023 | 11:30 AM | 12:30 PM | Game | Middlebrook School | vs. United Youth Norwalk 8B |
| Tuesday | December 5, 2023 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | December 7, 2023 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Friday | December 8, 2023 | 6:30 PM | 7:30 PM | Game | Bedford MS | @ Westport PAL Blue 8B |
| Saturday | December 9, 2023 | 1:45 PM | 2:45 PM | Game | Shelton Interm | @ Shelton Black 8B |
| Sunday | December 10, 2023 | 1:30 PM | 2:30 PM | Game | Middlebrook MS New Gym | vs. Norwalk Youth Carver 8B |
| Tuesday | December 12, 2023 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | December 14, 2023 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Saturday | December 16, 2023 | 2:15 PM | 3:15 PM | Game | Bethel Muni | @ Bethel 8B |
| Sunday | December 17, 2023 | 1:30 PM | 2:30 PM | Game | Middlebrook MS Old Gym | vs. Ridgefield Black 8B |
| Tuesday | December 19, 2023 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | December 21, 2023 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Tuesday | January 2, 2024 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | January 4, 2024 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Tuesday | January 9, 2024 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | January 11, 2024 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Friday | January 12, 2024 | 8:15 PM | 9:15 PM | Game | St Ann Church | vs. Fairfield FBA Black 8B |
| Saturday | January 13, 2024 | 2:30 PM | 3:30 PM | Game | New Canaan Country School | @ New Canaan RED |
| Sunday | January 14, 2024 | 2:00 PM | 3:00 PM | Game | Middlebrook School | vs. Redding-Easton 8B |
| Tuesday | January 16, 2024 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | January 18, 2024 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Sunday | January 21, 2024 | 3:00 PM | 4:00 PM | Game | Middlebrook MS New Gym | vs. Branford Red 8B |
| Tuesday | January 23, 2024 | 7:30 PM | 9:00 PM | Practice | Cider Mill Upper Gym | |
| Thursday | January 25, 2024 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Saturday | January 27, 2024 | 12:00 PM | 1:00 PM | Game | Carver Center | @ Norwalk Youth Carver 8B |
| Sunday | January 28, 2024 | 10:00 AM | 11:00 AM | Game | Middlebrook MS Old Gym | vs. New Canaan Black 8B |
| Sunday | January 28, 2024 | 12:00 PM | 1:00 PM | Game | Middlebrook School | vs. Danbury PAL Blue 8B |
| Tuesday | January 30, 2024 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | February 1, 2024 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Saturday | February 3, 2024 | 8:00 AM | 9:00 AM | Game | Yanity | @ Ridgefield Black 8B |
| Sunday | February 4, 2024 | 1:30 PM | 2:30 PM | Game | Middlebrook MS New Gym | vs. Westport PAL Blue 8B |
| Tuesday | February 6, 2024 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | February 8, 2024 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Saturday | February 10, 2024 | 2:45 PM | 3:45 PM | Game | Middlesex Middle School | @ Darien YMCA Blue 8B |
| Sunday | February 11, 2024 | 12:00 PM | 1:00 PM | Game | Middlebrook School | vs. Stamford JCC Blue 8B |
| Tuesday | February 13, 2024 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | February 15, 2024 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Sunday | February 25, 2024 | 2:00 PM | 3:00 PM | Game | Insports Centers | @ Smilow Center |
| Tuesday | February 27, 2024 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | February 29, 2024 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Friday | March 1, 2024 | 7:00 PM | 8:00 PM | Game | Reed Intermediate School | vs. Danbury PAL |
| Friday | March 1, 2024 | 8:05 PM | 9:25 PM | Game | Danbury PAL Court 1 | vs. Stamford JCC Blue 8B |
| Saturday | March 2, 2024 | 5:00 PM | 6:20 PM | Game | Bedford MS | @ Fairfield FBA Black 8B |
| Sunday | March 3, 2024 | 10:00 AM | 11:00 AM | Game | Insports Centers | vs. Pomperaug 8B |
| Tuesday | March 5, 2024 | 7:30 PM | 9:00 PM | Extra-Practice | Middlebrook School | |
| Tuesday | March 5, 2024 | 7:30 PM | 9:00 PM | Practice | Middlebrook New Gym | |
| Thursday | March 7, 2024 | 4:30 PM | 6:00 PM | Extra-Practice | Middlebrook School | |
| Thursday | March 7, 2024 | 4:30 PM | 6:00 PM | Practice | Middlebrook New Gym | |
| Friday | March 8, 2024 | 7:00 PM | 8:00 PM | Game | Reed Intermediate School | vs. Danbury PAL |
| Sunday | March 10, 2024 | 8:00 AM | 9:00 AM | Game | Insports Centers | vs. TBD |
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