1. Round | 17/02/2019 | Santiago Wanderers | - | Rangers | 0:0 | ||||
3. Round | 02/03/2019 | Santiago Wanderers | - | Deportes Temuco | 1:0 | ||||
5. Round | 16/03/2019 | San Luis | - | Santiago Wanderers | 2:2 | ||||
6. Round | 31/03/2019 | Santiago Wanderers | - | Deportes Valdivia | 2:0 | ||||
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 | ||||
15. Round | 01/06/2019 | Puerto Montt | - | Santiago Wanderers | 2:1 | ||||
21. Round | 01/09/2019 | Deportes Valdivia | - | Santiago Wanderers | 0:1 | ||||
22. Round | 09/09/2019 | Santiago Morning | - | Santiago Wanderers | 2:1 | ||||
24. Round | 30/09/2019 | Santiago Wanderers | - | Barnechea | 0:0 | ||||
27. Round | 19/10/2019 | Rangers | - | Santiago Wanderers | 0:1 |