| Date | Home | Away | Result |
|---|---|---|---|
| 12/4/21 3:00 PM | Deportes La Serena | Santiago Wanderers | 0-0 |
| 12/4/21 3:00 PM | Everton | Universidad Católica | 0-3 |
| 12/4/21 3:00 PM | Palestino | Ñublense | 1-4 |
| 12/4/21 3:00 PM | CD Antofagasta | Colo-Colo | 1-0 |
| 12/5/21 3:00 PM | Unión Española | Cobresal | 0-1 |
| 12/5/21 3:00 PM | Huachipato | Deportes Melipilla | 3-1 |
| 12/5/21 3:00 PM | Audax Italiano | Curico Unido | 1-1 |
| 12/5/21 3:00 PM | Universidad de Chile | Unión La Calera | 3-2 |