| 2. Round | 27/01/2019 | Blooming | - | Club San José | 5:1 | ||||
| 4. Round | 03/02/2019 | Always Ready | - | Club San José | 3:3 | ||||
| 5. Round | 07/02/2019 | Club San José | - | Club Aurora | 3:0 | ||||
| 6. Round | 09/02/2019 | Royal Pari | - | Club San José | 0:1 | ||||
| 8. Round | 22/02/2019 | Oriente Petrolero | - | Club San José | 4:3 | ||||
| 13. Round | 17/03/2019 | Club San José | - | CD Guabirá | 3:1 | ||||
| 12. Round | 23/03/2019 | Destroyers | - | Club San José | 2:1 | ||||
| 15. Round | 28/03/2019 | Club San José | - | Blooming | 5:1 | ||||
| 14. Round | 30/03/2019 | Nacional Potosí | - | Club San José | 1:0 | ||||
| 16. Round | 07/04/2019 | Bolívar | - | Club San José | 2:3 | ||||
| 17. Round | 14/04/2019 | Club San José | - | Always Ready | 6:2 | ||||
| 18. Round | 19/04/2019 | Club Aurora | - | Club San José | 0:2 | ||||
| 19. Round | 21/04/2019 | Club San José | - | Royal Pari | 2:1 |  |
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| 20. Round | 27/04/2019 | Real Potosí | - | Club San José | 2:1 | ||||
| 23. Round | 12/05/2019 | Club San José | - | Sport Boys Warnes | 2:1 | ||||
| 24. Round | 16/05/2019 | Jorge Wilstermann | - | Club San José | 0:0 | |
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| 25. Round | 19/05/2019 | Club San José | - | Destroyers | 2:0 | ||||
| 26. Round | 21/05/2019 | CD Guabirá | - | Club San José | 2:1 |
Bolivia