| 16. Round | 23/08/2021 | Unión San Felipe | - | Rangers | 2:1 |  |
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| 17. Round | 28/08/2021 | Puerto Montt | - | Unión San Felipe | 0:1 | ||||
| 18. Round | 01/09/2021 | Unión San Felipe | - | Deportes Temuco | 1:2 | ||||
| 19. Round | 07/09/2021 | Unión San Felipe | - | San Luis | 1:1 | ||||
| 23. Round | 03/10/2021 | Unión San Felipe | - | San Marcos | 0:0 |  |
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| 24. Round | 10/10/2021 | Barnechea | - | Unión San Felipe | 2:4 |  |
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| 27. Round | 24/10/2021 | Unión San Felipe | - | Deportes Copiapó | 2:3 | ||||
| 28. Round | 01/11/2021 | Santiago Morning | - | Unión San Felipe | 1:0 | ||||
| 29. Round | 09/11/2021 | Coquimbo Unido | - | Unión San Felipe | 4:1 |
Argentina