| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Friday | December 1, 2023 | 6:30 PM | 7:30 PM | Game | Scofield MS | vs. Milford Knights Blue 7G |
| Saturday | December 2, 2023 | 10:00 AM | 11:00 AM | Game | Middlebrook School | @ Wilton 7G |
| Sunday | December 3, 2023 | 10:15 AM | 11:15 AM | Game | Westhill HS Main Gym | vs. St. Mary-Ridgefield 7G |
| Monday | December 4, 2023 | 6:30 PM | 8:00 PM | Practice | Cloonan | |
| Thursday | December 7, 2023 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Saturday | December 9, 2023 | 4:30 PM | 5:30 PM | Game | Newtown MS A Gym | @ Newtown Gold 7G |
| Sunday | December 10, 2023 | 4:30 PM | 5:30 PM | Game | Westhill HS Main Gym | vs. Bethel 7G |
| Monday | December 11, 2023 | 6:30 PM | 8:00 PM | Practice | Cloonan | |
| Thursday | December 14, 2023 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Friday | December 15, 2023 | 6:15 PM | 7:15 PM | Game | AITE-Stamford | vs. New Canaan 7G |
| Saturday | December 16, 2023 | 2:30 PM | 3:30 PM | Game | Hellen Keller | @ Redding-Easton 7G |
| Monday | December 18, 2023 | 6:30 PM | 8:00 PM | Practice | Cloonan | |
| Thursday | December 21, 2023 | 7:30 PM | 9:00 PM | Practice | Cloonan | |
| Thursday | January 4, 2024 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Saturday | January 6, 2024 | 5:00 PM | 6:00 PM | Game | Milford City Parsons Government Center | @ Milford Knights Blue 7G |
| Sunday | January 7, 2024 | 5:00 PM | 6:00 PM | Game | Westhill HS Main Gym | vs. Branford Hornets 7G |
| Monday | January 8, 2024 | 6:30 PM | 8:00 PM | Practice | Cloonan | |
| Thursday | January 11, 2024 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Saturday | January 13, 2024 | 12:30 PM | 1:30 PM | Game | New Canaan Country School | @ New Canaan 7G |
| Sunday | January 14, 2024 | 9:00 AM | 10:00 AM | Game | Westhill High School | vs. Wilton 7G |
| Thursday | January 18, 2024 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Sunday | January 21, 2024 | 10:15 AM | 11:15 AM | Game | Westhill High School | vs. Norwalk 7G |
| Monday | January 22, 2024 | 6:30 PM | 8:00 PM | Practice | Cloonan | |
| Thursday | January 25, 2024 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Saturday | January 27, 2024 | 10:30 AM | 11:30 AM | Game | Insports Court 1 | @ Monroe Red Storm 7G |
| Sunday | January 28, 2024 | 10:15 AM | 11:15 AM | Game | Westhill High School | vs. Westport PAL 7G |
| Monday | January 29, 2024 | 6:30 PM | 8:00 PM | Practice | Cloonan | |
| Thursday | February 1, 2024 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Friday | February 2, 2024 | 7:30 PM | 8:30 PM | Game | Scofield MS | vs. Pomperaug 7G |
| Sunday | February 4, 2024 | 5:15 PM | 6:15 PM | Game | Westhill High School | vs. Darien 7G |
| Monday | February 5, 2024 | 6:30 PM | 8:00 PM | Practice | Cloonan | |
| Thursday | February 8, 2024 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Saturday | February 10, 2024 | 12:00 PM | 1:00 PM | Game | Generali Sch. | @ Waterbury Focus 7G |
| Sunday | February 11, 2024 | 9:00 AM | 10:00 AM | Game | Westhill High School | vs. Redding-Easton 8G |
| Monday | February 12, 2024 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Thursday | February 22, 2024 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Friday | February 23, 2024 | 6:30 PM | 7:30 PM | Game | Scofield Magnet Middle School | vs. Wolcott Jr Basketball 6/7G |
| Sunday | February 25, 2024 | 9:15 AM | 10:15 AM | Game | Westhill High School | vs. Ridgefield Black 7G |
| Monday | February 26, 2024 | 7:30 PM | 9:00 PM | Practice | Cloonan | |
| Wednesday | February 28, 2024 | 7:30 PM | 9:00 PM | Practice | Cloonan | 8th Grade Travel Team |
| Saturday | March 2, 2024 | 10:50 AM | 12:10 PM | Game | Saxe MS Large Gym | @ Fairfield FBA Black 7G |