| 1. Journée | 28.03.2021 | Unión Española | - | Santiago Wanderers | 3:1 | ||||
| 3. Journée | 11.04.2021 | Santiago Wanderers | - | Unión La Calera | 1:2 | ||||
| 4. Journée | 18.04.2021 | Cobresal | - | Santiago Wanderers | 2:1 |  |
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| 5. Journée | 25.04.2021 | Santiago Wanderers | - | Ñublense | 1:2 | ||||
| 6. Journée | 04.05.2021 | Universidad de Chile | - | Santiago Wanderers | 1:0 | ||||
| 7. Journée | 09.05.2021 | Santiago Wanderers | - | Deportes Melipilla | 0:3 | ||||
| 8. Journée | 23.05.2021 | Santiago Wanderers | - | O'Higgins | 0:0 | ||||
| 9. Journée | 30.05.2021 | Everton | - | Santiago Wanderers | 1:0 | ||||
| 10. Journée | 05.06.2021 | Santiago Wanderers | - | Universidad Católica | 0:1 | ||||
| 11. Journée | 16.07.2021 | Antofagasta | - | Santiago Wanderers | 1:0 |  |
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| 12. Journée | 25.07.2021 | Palestino | - | Santiago Wanderers | 2:0 | ||||
| 13. Journée | 29.07.2021 | Santiago Wanderers | - | Colo-Colo | 0:4 | ||||
| 14. Journée | 03.08.2021 | Curicó Unido | - | Santiago Wanderers | 2:1 | ||||
| 15. Journée | 08.08.2021 | Santiago Wanderers | - | Huachipato | 1:4 | ||||
| 17. Journée | 21.08.2021 | Santiago Wanderers | - | La Serena | 2:2 |
Chili