| 1. Jornada | 14.07.2019 | San Lorenzo | - | Libertad | 0:1 |  |
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| 2. Jornada | 21.07.2019 | Libertad | - | Guaraní | 1:0 | ||||
| 3. Jornada | 29.07.2019 | Sol de América | - | Libertad | 0:1 | |
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| 4. Jornada | 06.08.2019 | Libertad | - | Club Olimpia | 2:0 | |
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| 5. Jornada | 09.08.2019 | Club Nacional | - | Libertad | 1:0 | |
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| 6. Jornada | 19.08.2019 | Libertad | - | River Plate | 2:1 | ||||
| 7. Jornada | 25.08.2019 | General Díaz | - | Libertad | 1:0 | ||||
| 8. Jornada | 30.08.2019 | Sportivo Luqueño | - | Libertad | 1:5 | |
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| 10. Jornada | 21.09.2019 | Deportivo Santaní | - | Libertad | 1:0 | ||||
| 11. Jornada | 26.09.2019 | Libertad | - | Deportivo Capiatá | 2:0 | ||||
| 12. Jornada | 30.09.2019 | Libertad | - | San Lorenzo | 3:0 | |
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| 14. Jornada | 19.10.2019 | Libertad | - | Sol de América | 1:0 | ||||
| 15. Jornada | 27.10.2019 | Club Olimpia | - | Libertad | 2:1 | |
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| 16. Jornada | 02.11.2019 | Libertad | - | Club Nacional | 2:0 | |
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| 18. Jornada | 11.11.2019 | Libertad | - | General Díaz | 3:1 | |
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| 17. Jornada | 23.11.2019 | River Plate | - | Libertad | 0:2 | ||||
| 19. Jornada | 27.11.2019 | Libertad | - | Sportivo Luqueño | 0:0 | ||||
| 20. Jornada | 02.12.2019 | Cerro Porteño | - | Libertad | 1:3 | |
Colombia
