| 16. Jornada | 28.07.2019 | La Serena | - | Santiago Morning | 2:0 | ||||
| 17. Jornada | 05.08.2019 | Santiago Morning | - | Puerto Montt | 1:0 | ||||
| 18. Jornada | 11.08.2019 | Santa Cruz | - | Santiago Morning | 2:0 | ||||
| 19. Jornada | 19.08.2019 | Santiago Morning | - | Cobreloa | 1:1 | ||||
| 20. Jornada | 24.08.2019 | Deportes Melipilla | - | Santiago Morning | 3:1 | ||||
| 21. Jornada | 01.09.2019 | Deportes Temuco | - | Santiago Morning | 0:0 |  |
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| 23. Jornada | 17.09.2019 | Deportes Valdivia | - | Santiago Morning | 1:2 | ||||
| 24. Jornada | 28.09.2019 | Santiago Morning | - | Ñublense | 1:1 | ||||
| 25. Jornada | 06.10.2019 | Deportes Copiapó | - | Santiago Morning | 1:0 | ||||
| 26. Jornada | 12.10.2019 | Santiago Morning | - | Barnechea | 2:0 |
Chile