| 3. Round | 01/02/2019 | Guaraní | - | Libertad | 3:1 | ||||
| 5. Round | 09/02/2019 | Libertad | - | General Díaz | 4:0 |  |
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| 6. Round | 16/02/2019 | River Plate | - | Libertad | 1:1 |  |
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| 4. Round | 20/03/2019 | Deportivo Capiatá | - | Libertad | 2:1 | ||||
| 13. Round | 30/03/2019 | Cerro Porteño | - | Libertad | 1:2 | |
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| 14. Round | 18/04/2019 | Libertad | - | Guaraní | 1:1 | |
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| 17. Round | 21/04/2019 | Libertad | - | River Plate | 2:1 | |
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| 18. Round | 28/04/2019 | Club Olimpia | - | Libertad | 3:0 | ||||
| 19. Round | 03/05/2019 | Libertad | - | Club Nacional | 1:2 | ||||
| 20. Round | 06/05/2019 | San Lorenzo | - | Libertad | 3:4 |
Paraguay