| 3. Jornada | 11.04.2021 | Santiago Wanderers | - | Unión La Calera | 1:2 | ||||
| 20. Jornada | 08.09.2021 | Unión La Calera | - | Santiago Wanderers | 0:1 | ||||
| 21. Jornada | 12.09.2021 | Santiago Wanderers | - | Cobresal | 2:1 | ||||
| 22. Jornada | 26.09.2021 | Ñublense | - | Santiago Wanderers | 1:2 | ||||
| 23. Jornada | 29.09.2021 | Santiago Wanderers | - | Universidad de Chile | 2:1 | ||||
| 25. Jornada | 11.10.2021 | O'Higgins | - | Santiago Wanderers | 1:0 |
Chile