| 1. Round | 14/07/2019 | San Lorenzo | - | Libertad | 0:1 |  |
|||
| 2. Round | 20/07/2019 | Libertad | - | Guaraní | 1:0 | ||||
| 3. Round | 29/07/2019 | Sol de América | - | Libertad | 0:1 | |
|||
| 4. Round | 06/08/2019 | Libertad | - | Club Olimpia | 2:0 | |
|||
| 5. Round | 09/08/2019 | Club Nacional | - | Libertad | 1:0 | |
|||
| 6. Round | 18/08/2019 | Libertad | - | River Plate | 2:1 | ||||
| 7. Round | 25/08/2019 | General Díaz | - | Libertad | 1:0 | ||||
| 8. Round | 30/08/2019 | Sportivo Luqueño | - | Libertad | 1:5 | |
|||
| 10. Round | 21/09/2019 | Deportivo Santaní | - | Libertad | 1:0 | ||||
| 11. Round | 25/09/2019 | Libertad | - | Deportivo Capiatá | 2:0 | ||||
| 12. Round | 30/09/2019 | Libertad | - | San Lorenzo | 3:0 | |
|||
| 14. Round | 19/10/2019 | Libertad | - | Sol de América | 1:0 | ||||
| 15. Round | 27/10/2019 | Club Olimpia | - | Libertad | 2:1 | |
|||
| 16. Round | 01/11/2019 | Libertad | - | Club Nacional | 2:0 | |
|||
| 18. Round | 11/11/2019 | Libertad | - | General Díaz | 3:1 | |
|||
| 17. Round | 23/11/2019 | River Plate | - | Libertad | 0:2 | ||||
| 19. Round | 27/11/2019 | Libertad | - | Sportivo Luqueño | 0:0 | ||||
| 20. Round | 01/12/2019 | Cerro Porteño | - | Libertad | 1:3 | |
Colombia