| 1. Round | 16/02/2019 | CD Magallanes | - | San Luis | 0:0 | ||||
| 9. Round | 21/04/2019 | San Luis | - | Deportes Copiapó | 1:1 | ||||
| 12. Round | 12/05/2019 | San Luis | - | Santa Cruz | 2:1 | ||||
| 13. Round | 19/05/2019 | Rangers | - | San Luis | 3:1 | ||||
| 20. Round | 26/08/2019 | San Luis | - | Deportes Valdivia | 1:1 | ||||
| 22. Round | 08/09/2019 | San Luis | - | Deportes Temuco | 1:1 | ||||
| 23. Round | 15/09/2019 | San Luis | - | Rangers | 3:2 |
Paraguay