| 1. Jornada | 26.01.2020 | Santiago Wanderers | - | Universidad Católica | 0:3 | ||||
| 2. Jornada | 01.02.2020 | Universidad de Concepción | - | Santiago Wanderers | 0:2 | ||||
| 3. Jornada | 10.02.2020 | O'Higgins | - | Santiago Wanderers | 2:1 | ||||
| 4. Jornada | 15.02.2020 | Santiago Wanderers | - | Universidad de Chile | 1:2 | ||||
| 5. Jornada | 23.02.2020 | La Serena | - | Santiago Wanderers | 3:0 | ||||
| 6. Jornada | 03.03.2020 | Santiago Wanderers | - | Audax Italiano | 3:3 |  |
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| 7. Jornada | 10.03.2020 | Santiago Wanderers | - | Palestino | 1:2 | ||||
| 12. Jornada | 25.09.2020 | Coquimbo Unido | - | Santiago Wanderers | 2:1 | ||||
| 19. Jornada | 20.11.2020 | Santiago Wanderers | - | Unión Española | 1:0 | ||||
| 31. Jornada | 18.01.2021 | Santiago Wanderers | - | La Serena | 0:0 | ||||
| 32. Jornada | 06.02.2021 | Curicó Unido | - | Santiago Wanderers | 1:3 | |
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| 33. Jornada | 11.02.2021 | Santiago Wanderers | - | Universidad de Concepción | 1:1 | |
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| 34. Jornada | 14.02.2021 | Deportes Iquique | - | Santiago Wanderers | 2:0 |
Chile