| 9. Ronde | 21.04.2019 | Ñublense | - | Deportes Melipilla | 2:0 | ||||
| 10. Ronde | 28.04.2019 | Deportes Melipilla | - | La Serena | 4:0 |  |
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| 11. Ronde | 04.05.2019 | Santiago Wanderers | - | Deportes Melipilla | 2:1 | ||||
| 12. Ronde | 11.05.2019 | Deportes Melipilla | - | Barnechea | 0:0 | ||||
| 13. Ronde | 19.05.2019 | Santa Cruz | - | Deportes Melipilla | 1:0 | ||||
| 14. Ronde | 25.05.2019 | Deportes Melipilla | - | Puerto Montt | 2:0 | ||||
| 18. Ronde | 11.08.2019 | Deportes Melipilla | - | Ñublense | 1:1 | ||||
| 19. Ronde | 18.08.2019 | Rangers | - | Deportes Melipilla | 2:0 | ||||
| 20. Ronde | 24.08.2019 | Deportes Melipilla | - | Santiago Morning | 3:1 | ||||
| 21. Ronde | 31.08.2019 | Cobreloa | - | Deportes Melipilla | 0:1 |  |
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| 23. Ronde | 14.09.2019 | CD Magallanes | - | Deportes Melipilla | 1:2 | ||||
| 25. Ronde | 06.10.2019 | Deportes Melipilla | - | Unión San Felipe | 0:2 | ||||
| 26. Ronde | 12.10.2019 | Puerto Montt | - | Deportes Melipilla | 1:3 |
Brazilië