| 1. Round | 14/07/2019 | Club San José | - | Club Aurora | 3:0 | ||||
| 2. Round | 21/07/2019 | The Strongest | - | Club San José | 1:1 |  |
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| 3. Round | 24/07/2019 | Club San José | - | Nacional Potosí | 2:1 | ||||
| 4. Round | 28/07/2019 | Sport Boys Warnes | - | Club San José | 1:1 | ||||
| 5. Round | 04/08/2019 | Club San José | - | Royal Pari | 3:1 | |
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| 8. Round | 18/08/2019 | Bolívar | - | Club San José | 1:4 | ||||
| 17. Round | 29/11/2019 | Club San José | - | Sport Boys Warnes | 2:0 |  |
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| 18. Round | 02/12/2019 | Royal Pari | - | Club San José | 0:1 | |
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| 19. Round | 06/12/2019 | Club San José | - | Oriente Petrolero | 3:1 | ||||
| 20. Round | 08/12/2019 | Jorge Wilstermann | - | Club San José | 1:1 | ||||
| 21. Round | 12/12/2019 | Club San José | - | Bolívar | 2:2 |
Bolivia