1. Round | 17/02/2019 | Santiago Wanderers | - | Rangers | 0:0 | ||||
2. Round | 25/02/2019 | Santa Cruz | - | Santiago Wanderers | 0:0 | ![]() |
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3. Round | 02/03/2019 | Santiago Wanderers | - | Deportes Temuco | 1:0 | ||||
4. Round | 10/03/2019 | Unión San Felipe | - | Santiago Wanderers | 0:1 | ||||
5. Round | 16/03/2019 | San Luis | - | Santiago Wanderers | 2:2 | ||||
10. Round | 28/04/2019 | Cobreloa | - | Santiago Wanderers | 4:1 | ||||
13. Round | 18/05/2019 | Santiago Wanderers | - | Copiapó | 0:3 | ||||
14. Round | 26/05/2019 | Santiago Wanderers | - | Santiago Morning | 3:1 |