| 6. Round | 05/09/2020 | Deportes Melipilla | - | Unión San Felipe | 0:1 | ||||
| 7. Round | 08/09/2020 | Unión San Felipe | - | Deportes Temuco | 1:1 | ||||
| 12. Round | 01/10/2020 | Santiago Morning | - | Unión San Felipe | 0:4 |  |
|||
| 21. Round | 20/11/2020 | Deportes Temuco | - | Unión San Felipe | 1:0 | ||||
| 20. Round | 30/11/2020 | Unión San Felipe | - | Deportes Valdivia | 2:1 | |
|||
| 23. Round | 04/12/2020 | Unión San Felipe | - | Barnechea | 2:0 | |
|||
| 24. Round | 11/12/2020 | Deportes Copiapó | - | Unión San Felipe | 1:2 |  |
|||
| 25. Round | 15/12/2020 | Unión San Felipe | - | Santiago Morning | 0:0 | ||||
| 26. Round | 18/12/2020 | San Marcos | - | Unión San Felipe | 2:1 | ||||
| 28. Round | 29/12/2020 | Unión San Felipe | - | Rangers | 2:0 | |
|||
| 29. Round | 13/01/2021 | Ñublense | - | Unión San Felipe | 2:3 | ||||
| 30. Round | 17/01/2021 | Unión San Felipe | - | Deportes Melipilla | 1:1 | |
Chile