| 1. Round | 22/01/2019 | Sol de América | - | Libertad | 2:0 | ||||
| 2. Round | 27/01/2019 | Libertad | - | Cerro Porteño | 1:0 | ||||
| 3. Round | 01/02/2019 | Guaraní | - | Libertad | 3:1 | ||||
| 11. Round | 16/03/2019 | Libertad | - | Deportivo Santaní | 4:0 | ||||
| 13. Round | 30/03/2019 | Cerro Porteño | - | Libertad | 1:2 | ||||
| 14. Round | 18/04/2019 | Libertad | - | Guaraní | 1:1 |  |
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| 18. Round | 28/04/2019 | Club Olimpia | - | Libertad | 3:0 | ||||
| 20. Round | 06/05/2019 | San Lorenzo | - | Libertad | 3:4 | ||||
| 21. Round | 12/05/2019 | Libertad | - | Sportivo Luqueño | 1:0 | |
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| 22. Round | 17/05/2019 | Deportivo Santaní | - | Libertad | 0:3 | |
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