| 1. Round | 16/02/2019 | CD Magallanes | - | San Luis | 0:0 | ||||
| 3. Round | 03/03/2019 | San Luis | - | Ñublense | 0:1 | ||||
| 4. Round | 09/03/2019 | Deportes Melipilla | - | San Luis | 1:1 | ||||
| 6. Round | 31/03/2019 | La Serena | - | San Luis | 2:0 | ||||
| 10. Round | 28/04/2019 | San Luis | - | Puerto Montt | 1:1 | ||||
| 14. Round | 26/05/2019 | San Luis | - | Barnechea | 0:2 | ||||
| 16. Round | 28/07/2019 | San Luis | - | CD Magallanes | 2:1 |  |
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| 17. Round | 04/08/2019 | Ñublense | - | San Luis | 0:0 | ||||
| 18. Round | 12/08/2019 | San Luis | - | Cobreloa | 1:1 | ||||
| 19. Round | 20/08/2019 | Santa Cruz | - | San Luis | 2:3 | |
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| 20. Round | 26/08/2019 | San Luis | - | Deportes Valdivia | 1:1 |  |
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| 21. Round | 31/08/2019 | Barnechea | - | San Luis | 3:2 | |
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| 22. Round | 08/09/2019 | San Luis | - | Deportes Temuco | 1:1 | ||||
| 23. Round | 15/09/2019 | San Luis | - | Rangers | 3:2 | |
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| 24. Round | 28/09/2019 | Unión San Felipe | - | San Luis | 1:0 |
Argentina