| 1. Jornada | 28.03.2021 | Unión Española | - | Santiago Wanderers | 3:1 | ||||
| 3. Jornada | 11.04.2021 | Santiago Wanderers | - | Unión La Calera | 1:2 |  |
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| 4. Jornada | 18.04.2021 | Cobresal | - | Santiago Wanderers | 2:1 | |
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| 5. Jornada | 25.04.2021 | Santiago Wanderers | - | Ñublense | 1:2 | ||||
| 6. Jornada | 04.05.2021 | Universidad de Chile | - | Santiago Wanderers | 1:0 | ||||
| 7. Jornada | 09.05.2021 | Santiago Wanderers | - | Deportes Melipilla | 0:3 | ||||
| 10. Jornada | 05.06.2021 | Santiago Wanderers | - | Universidad Católica | 0:1 | ||||
| 11. Jornada | 16.07.2021 | Antofagasta | - | Santiago Wanderers | 1:0 |
Chile