| 1. Jornada | 17.02.2019 | Deportes Valdivia | - | Santa Cruz | 4:0 | ||||
| 2. Jornada | 26.02.2019 | Santa Cruz | - | Santiago Wanderers | 0:0 | ||||
| 3. Jornada | 02.03.2019 | Puerto Montt | - | Santa Cruz | 0:0 | ||||
| 4. Jornada | 09.03.2019 | Barnechea | - | Santa Cruz | 1:2 | ||||
| 5. Jornada | 17.03.2019 | Santa Cruz | - | Unión San Felipe | 2:0 | ||||
| 6. Jornada | 30.03.2019 | CD Magallanes | - | Santa Cruz | 1:1 | ||||
| 7. Jornada | 06.04.2019 | Santa Cruz | - | Deportes Temuco | 0:4 | ||||
| 13. Jornada | 19.05.2019 | Santa Cruz | - | Deportes Melipilla | 1:0 | ||||
| 16. Jornada | 28.07.2019 | Santa Cruz | - | Ñublense | 1:1 | ||||
| 17. Jornada | 06.08.2019 | Rangers | - | Santa Cruz | 0:3 | ||||
| 18. Jornada | 11.08.2019 | Santa Cruz | - | Santiago Morning | 2:0 | ||||
| 19. Jornada | 20.08.2019 | Santa Cruz | - | San Luis | 2:3 | ||||
| 20. Jornada | 27.08.2019 | Santiago Wanderers | - | Santa Cruz | 3:1 | ||||
| 21. Jornada | 01.09.2019 | Santa Cruz | - | CD Magallanes | 3:0 |  |
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| 22. Jornada | 08.09.2019 | La Serena | - | Santa Cruz | 1:2 | ||||
| 23. Jornada | 15.09.2019 | Santa Cruz | - | Barnechea | 0:1 | |
Chile