1. Round | 17/02/2019 | Santiago Wanderers | - | Rangers | 0:0 | ||||
2. Round | 25/02/2019 | Santa Cruz | - | Santiago Wanderers | 0:0 | ||||
6. Round | 31/03/2019 | Santiago Wanderers | - | Deportes Valdivia | 2:0 | ||||
7. Round | 07/04/2019 | Ñublense | - | Santiago Wanderers | 0:4 | ||||
8. Round | 14/04/2019 | Santiago Wanderers | - | CD Magallanes | 2:1 | ||||
9. Round | 21/04/2019 | Barnechea | - | Santiago Wanderers | 2:1 | ||||
10. Round | 28/04/2019 | Cobreloa | - | Santiago Wanderers | 4:1 | ||||
11. Round | 04/05/2019 | Santiago Wanderers | - | Melipilla | 2:1 | ||||
12. Round | 11/05/2019 | La Serena | - | Santiago Wanderers | 0:0 | ||||
14. Round | 26/05/2019 | Santiago Wanderers | - | Santiago Morning | 3:1 | ||||
16. Round | 30/07/2019 | Melipilla | - | Santiago Wanderers | 2:1 | ||||
17. Round | 04/08/2019 | Santiago Wanderers | - | Unión San Felipe | 1:2 | ||||
19. Round | 17/08/2019 | Santiago Wanderers | - | Puerto Montt | 1:1 | ||||
23. Round | 15/09/2019 | Santiago Wanderers | - | La Serena | 4:1 | ||||
25. Round | 06/10/2019 | CD Magallanes | - | Santiago Wanderers | 0:2 | ||||
26. Round | 13/10/2019 | Santiago Wanderers | - | Cobreloa | 5:1 | ||||
27. Round | 19/10/2019 | Rangers | - | Santiago Wanderers | 0:1 |