| 1. Round | 25/02/2020 | Rangers | - | Unión San Felipe | 2:2 | ||||
| 6. Round | 05/09/2020 | Deportes Melipilla | - | Unión San Felipe | 0:1 | ||||
| 8. Round | 13/09/2020 | Puerto Montt | - | Unión San Felipe | 1:0 | ||||
| 9. Round | 17/09/2020 | Unión San Felipe | - | Ñublense | 0:0 | ||||
| 10. Round | 23/09/2020 | Cobreloa | - | Unión San Felipe | 0:2 | ||||
| 11. Round | 27/09/2020 | Unión San Felipe | - | San Luis | 2:1 | ||||
| 12. Round | 01/10/2020 | Santiago Morning | - | Unión San Felipe | 0:4 |  |
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| 13. Round | 05/10/2020 | Unión San Felipe | - | San Marcos | 1:0 | ||||
| 14. Round | 09/10/2020 | Barnechea | - | Unión San Felipe | 1:0 | ||||
| 15. Round | 13/10/2020 | Unión San Felipe | - | CD Magallanes | 1:2 | ||||
| 16. Round | 27/10/2020 | Unión San Felipe | - | San Luis | 1:1 | ||||
| 17. Round | 04/11/2020 | Santa Cruz | - | Unión San Felipe | 2:1 |  |
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| 19. Round | 12/11/2020 | CD Magallanes | - | Unión San Felipe | 1:1 | ||||
| 21. Round | 20/11/2020 | Deportes Temuco | - | Unión San Felipe | 1:0 | ||||
| 22. Round | 25/11/2020 | Unión San Felipe | - | Cobreloa | 0:0 | ||||
| 26. Round | 18/12/2020 | San Marcos | - | Unión San Felipe | 2:1 | ||||
| 29. Round | 13/01/2021 | Ñublense | - | Unión San Felipe | 2:3 |
Chile