| 1. Round | 20/01/2019 | Club San José | - | Nacional Potosí | 2:2 | ||||
| 2. Round | 27/01/2019 | Blooming | - | Club San José | 5:1 | ||||
| 4. Round | 03/02/2019 | Always Ready | - | Club San José | 3:3 | ||||
| 6. Round | 09/02/2019 | Royal Pari | - | Club San José | 0:1 | ||||
| 3. Round | 14/02/2019 | Club San José | - | Bolívar | 4:4 |  |
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| 9. Round | 26/02/2019 | Club San José | - | The Strongest | 1:1 | ||||
| 10. Round | 28/02/2019 | Sport Boys Warnes | - | Club San José | 1:2 | ||||
| 11. Round | 10/03/2019 | Club San José | - | Jorge Wilstermann | 0:3 | ||||
| 14. Round | 30/03/2019 | Nacional Potosí | - | Club San José | 1:0 |  |
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| 19. Round | 21/04/2019 | Club San José | - | Royal Pari | 2:1 |
Bolivia