| 1. Journée | 26.01.2020 | Santiago Wanderers | - | Universidad Católica | 0:3 |  |
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| 4. Journée | 15.02.2020 | Santiago Wanderers | - | Universidad de Chile | 1:2 | ||||
| 5. Journée | 23.02.2020 | La Serena | - | Santiago Wanderers | 3:0 | ||||
| 6. Journée | 03.03.2020 | Santiago Wanderers | - | Audax Italiano | 3:3 |  |
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| 7. Journée | 10.03.2020 | Santiago Wanderers | - | Palestino | 1:2 | ||||
| 8. Journée | 29.08.2020 | Colo-Colo | - | Santiago Wanderers | 2:3 | ||||
| 9. Journée | 06.09.2020 | Santiago Wanderers | - | Curicó Unido | 2:0 | ||||
| 10. Journée | 08.09.2020 | Unión Española | - | Santiago Wanderers | 2:1 | ||||
| 11. Journée | 13.09.2020 | Santiago Wanderers | - | Huachipato | 3:2 | |
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| 12. Journée | 25.09.2020 | Coquimbo Unido | - | Santiago Wanderers | 2:1 | ||||
| 13. Journée | 02.10.2020 | Santiago Wanderers | - | Deportes Iquique | 3:1 | ||||
| 14. Journée | 10.10.2020 | Everton | - | Santiago Wanderers | 2:2 | ||||
| 15. Journée | 15.10.2020 | Santiago Wanderers | - | Unión La Calera | 0:3 | ||||
| 16. Journée | 21.10.2020 | Santiago Wanderers | - | Antofagasta | 2:1 |
Argentine