| 5. Jornada | 17.03.2019 | Santa Cruz | - | Unión San Felipe | 2:0 |  |
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| 8. Jornada | 13.04.2019 | Santiago Morning | - | Santa Cruz | 1:3 | ||||
| 9. Jornada | 21.04.2019 | Santa Cruz | - | Rangers | 1:1 | ||||
| 12. Jornada | 12.05.2019 | San Luis | - | Santa Cruz | 2:1 | ||||
| 15. Jornada | 02.06.2019 | Santa Cruz | - | Cobreloa | 1:0 | ||||
| 19. Jornada | 20.08.2019 | Santa Cruz | - | San Luis | 2:3 |
Chile