| 1. Round | 16/02/2019 | Deportes Iquique | - | Curicó Unido | 0:0 |  |
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| 2. Round | 24/02/2019 | Universidad Católica | - | Deportes Iquique | 0:1 | ||||
| 3. Round | 02/03/2019 | Deportes Iquique | - | O'Higgins | 1:3 | ||||
| 4. Round | 10/03/2019 | Everton | - | Deportes Iquique | 2:0 | ||||
| 5. Round | 17/03/2019 | Deportes Iquique | - | Palestino | 3:3 | ||||
| 6. Round | 30/03/2019 | Colo-Colo | - | Deportes Iquique | 2:0 | ||||
| 7. Round | 07/04/2019 | Deportes Iquique | - | Antofagasta | 2:0 | ||||
| 8. Round | 13/04/2019 | Deportes Iquique | - | Unión Española | 3:2 | ||||
| 9. Round | 19/04/2019 | Universidad de Concepción | - | Deportes Iquique | 1:0 | ||||
| 10. Round | 27/04/2019 | Deportes Iquique | - | Cobresal | 0:1 | ||||
| 11. Round | 04/05/2019 | Huachipato | - | Deportes Iquique | 1:1 | ||||
| 12. Round | 11/05/2019 | Deportes Iquique | - | Unión La Calera | 1:0 | ||||
| 13. Round | 19/05/2019 | Coquimbo Unido | - | Deportes Iquique | 1:1 | ||||
| 14. Round | 26/05/2019 | Deportes Iquique | - | Universidad de Chile | 2:4 | ||||
| 15. Round | 28/07/2019 | Audax Italiano | - | Deportes Iquique | 3:1 | ||||
| 16. Round | 03/08/2019 | Deportes Iquique | - | Coquimbo Unido | 0:1 |
Argentina
Italy