| 1. Jornada | 17.02.2019 | Deportes Valdivia | - | Santa Cruz | 4:0 | ||||
| 20. Jornada | 27.08.2019 | Santiago Wanderers | - | Santa Cruz | 3:1 | ||||
| 21. Jornada | 01.09.2019 | Santa Cruz | - | CD Magallanes | 3:0 | ||||
| 22. Jornada | 08.09.2019 | La Serena | - | Santa Cruz | 1:2 |  |
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| 23. Jornada | 15.09.2019 | Santa Cruz | - | Barnechea | 0:1 | ||||
| 24. Jornada | 29.09.2019 | Deportes Melipilla | - | Santa Cruz | 2:2 | |
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| 25. Jornada | 06.10.2019 | Santa Cruz | - | Puerto Montt | 2:0 | ||||
| 26. Jornada | 13.10.2019 | Unión San Felipe | - | Santa Cruz | 3:0 | |
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| 27. Jornada | 20.10.2019 | Santa Cruz | - | Deportes Valdivia | 1:1 |
Chile