1. Round | 28/03/2021 | Unión Española | - | Santiago Wanderers | 3:1 | ||||
3. Round | 11/04/2021 | Santiago Wanderers | - | Unión La Calera | 1:2 | ||||
4. Round | 18/04/2021 | Cobresal | - | Santiago Wanderers | 2:1 | ||||
5. Round | 25/04/2021 | Santiago Wanderers | - | Ñublense | 1:2 | ||||
6. Round | 04/05/2021 | Universidad de Chile | - | Santiago Wanderers | 1:0 | ||||
7. Round | 08/05/2021 | Santiago Wanderers | - | Melipilla | 0:3 | ||||
10. Round | 05/06/2021 | Santiago Wanderers | - | Universidad Católica | 0:1 | ||||
11. Round | 16/07/2021 | Antofagasta | - | Santiago Wanderers | 1:0 |