| 2023 CITY SCHOOLS SPORTS ASSOCIATION CSSA BOYS BRACKET | |||
| SEMIFINAL | FINAL | STATE FINAL | |
| March 1, 2023 | March 3, 2023 | March 4, 2023 | |
| 1 University Prep Charter (11-1) | |||
| 93-46 | 1 University Prep Charter (12-1) | ||
| @ Higher Seed | |||
| 4 AECI Charter II (7-6) | |||
| 55-43 | 1 University Prep Charter (13-1) | ||
| @ Higher Seed | CSSA Champion | ||
| 3 Stevenson Charter (6-6) | |||
| 80-49 | 2 AECI Charter I (18-11) | ||
| @ Higher Seed | |||
| 2 AECI Charter I (17-11) | |||
| 2023 CITY SCHOOLS SPORTS ASSOCIATION HVSSA BOYS BRACKET | 50-48 | 1 University Prep Charter (14-1) | |
| SEMIFINAL | FINAL | State Champion | |
| February 9, 2023 | February 15, 2023 | ||
| 1 Charter School of Educational Excellence (12-4) | |||
| 80-40 | 1 Chater School of Educational Excellence (13-4) | ||
| @ Higher Seed | |||
| 4 Green Meadow Waldorf (7-5) | |||
| 60-52 | 1 Charter School of Educational Excellence (14-4) | ||
| @ Higher Seed | HVSSA Champion | ||
| 3 Education First International Academy (6-5) | |||
| 53-40 | 2 French American School (9-2) | ||
| @ Higher Seed | |||
| 2 French American School (8-2) | |||