| 2019 CHSAA Class B Playoff Bracket | ||||
| ROUND 1 | SEMI FINAL | FINAL | ||
| February 21, 2019 | February 25, 2019 | March 1, 2019 | ||
| 1 Regis (17-5) | ||||
| Time TBA | ||||
| @ St. Raymond HS | ||||
| 5 Cristo Rey (3-11) | ||||
| 4:00 PM | ||||
| @ Holy Cross HS | ||||
| 4 4 St. John's Prep (8-14) | ||||
| Time TBA | ||||
| @ Fordham University | CHSAA B Champion | |||
| 3 Sacred Heart (11-12) | ||||
| 2:30 PM | ||||
| @ Christ The King HS | ||||
| 6 Moore Catholic (2-19) | ||||
| Time TBA | ||||
| @ St. Raymond HS | ||||
| 7 Cathedral Prep (5-19) | ||||
| 4:00 PM | ||||
| @ Christ The King HS | ||||
| 2 Salesian (14-10) | ||||