| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Sunday | October 29, 2023 | 6:00 PM | 7:55 PM | Meeting | Canterbury Fieldhouse | |
| Thursday | November 2, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury Fieldhouse | |
| Friday | November 3, 2023 | 7:00 PM | 9:00 PM | Extra-Practice | Canterbury Fieldhouse | |
| Saturday | November 4, 2023 | 9:00 AM | 11:00 AM | Extra-Practice | Canterbury Fieldhouse | |
| Tuesday | November 7, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury Fieldhouse | |
| Thursday | November 9, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury Fieldhouse | |
| Friday | November 10, 2023 | 7:00 PM | 9:00 PM | Extra-Practice | Canterbury Fieldhouse | |
| Saturday | November 11, 2023 | 9:00 AM | 11:00 AM | Extra-Practice | Canterbury Fieldhouse | |
| Tuesday | November 14, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury Fieldhouse | |
| Thursday | November 16, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury Fieldhouse | |
| Friday | November 17, 2023 | 7:00 PM | 9:00 PM | Extra-Practice | Canterbury Fieldhouse | |
| Saturday | November 18, 2023 | 10:00 AM | 11:30 AM | Extra-Practice | Canterbury Fieldhouse | |
| Monday | November 20, 2023 | 6:30 PM | 8:00 PM | Extra-Practice | Sarah Noble Intermediate School | |
| Tuesday | November 28, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury Fieldhouse | |
| Thursday | November 30, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury Fieldhouse | |
| Friday | December 1, 2023 | 7:15 PM | 8:45 PM | Game | Canterbury School | vs. BETHEL |
| Sunday | December 3, 2023 | 12:00 PM | 1:30 PM | Game | Brookfield High School | @ BROOKFIELD |
| Tuesday | December 5, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | December 7, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Sunday | December 10, 2023 | 1:15 PM | 2:45 PM | Game | Rochambeau Middle School | @ POMPERAUG |
| Tuesday | December 12, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | December 14, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Friday | December 15, 2023 | 7:15 PM | 8:45 PM | Game | Canterbury School | vs. NEWTOWN SILVER |
| Tuesday | December 19, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | December 21, 2023 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Tuesday | December 26, 2023 | 6:30 PM | 7:45 PM | Extra-Practice | Canterbury School | |
| Thursday | December 28, 2023 | 6:30 PM | 7:45 PM | Extra-Practice | Canterbury School | |
| Tuesday | January 2, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | January 4, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Saturday | January 6, 2024 | 10:30 AM | 11:30 AM | Game | St. Mary's | @ ST. MARY'S |
| Tuesday | January 9, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | January 11, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Saturday | January 13, 2024 | 3:00 PM | 4:30 PM | Game | Shelton Intermediate School | @ SHELTON BLACK |
| Sunday | January 14, 2024 | 6:15 PM | 7:45 PM | Game | Canterbury School | vs. ST. MARYS |
| Tuesday | January 16, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | January 18, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Saturday | January 20, 2024 | 9:30 AM | 10:30 AM | Game | Canterbury School | vs. RIDGEFIELD ORANGE |
| Tuesday | January 23, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | January 25, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Saturday | January 27, 2024 | 2:00 PM | 3:30 PM | Game | Yanity | @ RIDGEFIELD ORANGE |
| Sunday | January 28, 2024 | 6:15 PM | 7:45 PM | Game | Canterbury School | vs. SHELTON BLACK |
| Tuesday | January 30, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | February 1, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Friday | February 2, 2024 | 7:15 PM | 8:15 PM | Game | Canterbury School | vs. POMPERAUG |
| Saturday | February 3, 2024 | 3:30 PM | 5:00 PM | Game | 1 School St | @ Bethel |
| Tuesday | February 6, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | February 8, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Saturday | February 10, 2024 | 9:30 AM | 11:00 AM | Game | Canterbury School | vs. BROOKFIELD |
| Tuesday | February 13, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | February 15, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Friday | February 16, 2024 | 7:15 PM | 8:15 PM | Game | Canterbury School | vs. Wakeman/Southport |
| Saturday | February 17, 2024 | 9:30 AM | 11:00 AM | Game | Canterbury School | vs. MILFORD KNIGHTS WHITE |
| Tuesday | February 20, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | February 22, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Friday | February 23, 2024 | 7:15 PM | 8:30 PM | Game | Canterbury School | vs. Ridgefield 4 |
| Tuesday | February 27, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Thursday | February 29, 2024 | 7:00 PM | 8:15 PM | Extra-Practice | Canterbury School | |
| Saturday | March 2, 2024 | 5:20 PM | 6:35 PM | Game | Police Athletic League Inc. | @ Game Changers 5B |