| 5. Round | 16/03/2019 | Santiago Morning | - | Deportes Temuco | 0:0 | ||||
| 6. Round | 31/03/2019 | Puerto Montt | - | Santiago Morning | 2:1 | ||||
| 11. Round | 04/05/2019 | Barnechea | - | Santiago Morning | 0:0 | ||||
| 12. Round | 12/05/2019 | Cobreloa | - | Santiago Morning | 3:0 | ||||
| 13. Round | 19/05/2019 | Santiago Morning | - | La Serena | 0:0 | ||||
| 14. Round | 26/05/2019 | Santiago Wanderers | - | Santiago Morning | 3:1 |  |
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| 17. Round | 05/08/2019 | Santiago Morning | - | Puerto Montt | 1:0 | ||||
| 18. Round | 11/08/2019 | Santa Cruz | - | Santiago Morning | 2:0 | ||||
| 19. Round | 19/08/2019 | Santiago Morning | - | Cobreloa | 1:1 | ||||
| 20. Round | 24/08/2019 | Deportes Melipilla | - | Santiago Morning | 3:1 |  |
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| 21. Round | 01/09/2019 | Deportes Temuco | - | Santiago Morning | 0:0 | ||||
| 22. Round | 09/09/2019 | Santiago Morning | - | Santiago Wanderers | 2:1 | ||||
| 23. Round | 16/09/2019 | Deportes Valdivia | - | Santiago Morning | 1:2 | ||||
| 24. Round | 28/09/2019 | Santiago Morning | - | Ñublense | 1:1 | ||||
| 25. Round | 06/10/2019 | Deportes Copiapó | - | Santiago Morning | 1:0 | |
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| 26. Round | 12/10/2019 | Santiago Morning | - | Barnechea | 2:0 | |
Chile