| 10. Jornada | 08.09.2020 | Unión Española | - | Santiago Wanderers | 2:1 | ||||
| 11. Jornada | 13.09.2020 | Santiago Wanderers | - | Huachipato | 3:2 | ||||
| 12. Jornada | 25.09.2020 | Coquimbo Unido | - | Santiago Wanderers | 2:1 | ||||
| 13. Jornada | 02.10.2020 | Santiago Wanderers | - | Deportes Iquique | 3:1 | ||||
| 14. Jornada | 10.10.2020 | Everton | - | Santiago Wanderers | 2:2 | ||||
| 24. Jornada | 16.12.2020 | Palestino | - | Santiago Wanderers | 3:1 | ||||
| 22. Jornada | 31.12.2020 | Universidad Católica | - | Santiago Wanderers | 1:1 | ||||
| 27. Jornada | 02.01.2021 | Unión La Calera | - | Santiago Wanderers | 3:0 | ||||
| 29. Jornada | 11.01.2021 | Santiago Wanderers | - | Cobresal | 1:0 | ||||
| 30. Jornada | 16.01.2021 | Huachipato | - | Santiago Wanderers | 4:0 | ||||
| 31. Jornada | 18.01.2021 | Santiago Wanderers | - | La Serena | 0:0 | ||||
| 33. Jornada | 11.02.2021 | Santiago Wanderers | - | Universidad de Concepción | 1:1 | ||||
| 34. Jornada | 14.02.2021 | Deportes Iquique | - | Santiago Wanderers | 2:0 |
Brasil