| 2020 CHSAA 2nd Varsity Playoff Bracket | ||||||
| NYSAIS | ||||||
| OPENING ROUND | ROUND 1 | ROUND2 | CHAMPIONSHIP | |||
| February 8, 2020 | February 8, 2020 - February 10, 2020 | February 11, 2020 | February 13, 2020 | |||
| 1 Iona Prep Varsity B (17-1) | ||||||
| 9 Nazareth Varsity B (0-16) | 94-57 | 1 Iona Prep Varsity B (18-1) | ||||
| @ Highest Seed | ||||||
| 8 Christ the King Varsity B | ||||||
| @ Highest Seed | ||||||
| 8 Christ the King Varsity B (7-14) | 82-79 OT | 1 Iona Prep Varsity B (19-1) | ||||
| @ Highest Seed | ||||||
| 4 Archbishop Molloy Varsity B (11-9) | ||||||
| 62-52 | 4 Archbishop Molloy Varsity B (12-9) | |||||
| @ Highest Seed | ||||||
| 5 Xaverian Varsity B (9-9) | ||||||
| 82-78 | 1 Iona Prep Varsity B (20-1) | |||||
| @ Iona College | 2020 CHSAA 2nd Varsity Champion | |||||
| 2 Holy Cross Varsity B (12-7) | ||||||
| 60-54 | 2 Holy Cross Varsity B (13-7) | |||||
| @ Highest Seed | ||||||
| 7 Bishop Loughlin Varsity B (5-12) | ||||||
| 63-53 | 3 Archbishop Stepinac Varsity B (13-7) | |||||
| @ Highest Seed | ||||||
| 3 Archbishop Stepinac Varsity B (11-7) | ||||||
| 56-52 | 3 Archbishop Stepinac Varsity B (12-7) | |||||
| @ Highest Seed | ||||||
| 6 St. Raymond Varsity B (10-8) | ||||||