| 1. Jornada | 16.02.2019 | Santiago Morning | - | Deportes Melipilla | 3:2 | ||||
| 2. Jornada | 24.02.2019 | Ñublense | - | Santiago Morning | 0:2 | ||||
| 3. Jornada | 02.03.2019 | Santiago Morning | - | Unión San Felipe | 3:1 | ||||
| 4. Jornada | 10.03.2019 | Rangers | - | Santiago Morning | 3:1 | ||||
| 6. Jornada | 31.03.2019 | Puerto Montt | - | Santiago Morning | 2:1 | ||||
| 7. Jornada | 07.04.2019 | Santiago Morning | - | Deportes Copiapó | 1:0 | ||||
| 8. Jornada | 13.04.2019 | Santiago Morning | - | Santa Cruz | 1:3 |  |
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| 10. Jornada | 27.04.2019 | Santiago Morning | - | Deportes Valdivia | 2:0 | ||||
| 13. Jornada | 19.05.2019 | Santiago Morning | - | La Serena | 0:0 | |
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| 19. Jornada | 19.08.2019 | Santiago Morning | - | Cobreloa | 1:1 | ||||
| 20. Jornada | 24.08.2019 | Deportes Melipilla | - | Santiago Morning | 3:1 |
Chile