| 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 | ||||
| 16. Round | 28/07/2019 | La Serena | - | Santiago Morning | 2:0 |  |
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| 18. Round | 11/08/2019 | Santa Cruz | - | Santiago Morning | 2:0 | ||||
| 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 |
Chile