| 1. Jornada | 14.07.2019 | General Díaz | - | Club Olimpia | 1:4 | ||||
| 3. Jornada | 28.07.2019 | Club Olimpia | - | River Plate | 2:1 |  |
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| 4. Jornada | 06.08.2019 | Libertad | - | Club Olimpia | 2:0 | ||||
| 5. Jornada | 11.08.2019 | Club Olimpia | - | Sportivo Luqueño | 3:1 | ||||
| 6. Jornada | 17.08.2019 | Cerro Porteño | - | Club Olimpia | 0:0 | ||||
| 7. Jornada | 26.08.2019 | Club Olimpia | - | Deportivo Santaní | 4:0 | |
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| 8. Jornada | 31.08.2019 | Deportivo Capiatá | - | Club Olimpia | 0:6 | |
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| 9. Jornada | 16.09.2019 | Club Olimpia | - | San Lorenzo | 4:1 | |
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| 10. Jornada | 22.09.2019 | Guaraní | - | Club Olimpia | 1:1 | ||||
| 12. Jornada | 29.09.2019 | Club Olimpia | - | General Díaz | 2:0 | ||||
| 13. Jornada | 06.10.2019 | Club Olimpia | - | Club Nacional | 3:0 | ||||
| 14. Jornada | 20.10.2019 | River Plate | - | Club Olimpia | 0:1 | ||||
| 15. Jornada | 27.10.2019 | Club Olimpia | - | Libertad | 2:1 | |
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| 16. Jornada | 03.11.2019 | Sportivo Luqueño | - | Club Olimpia | 1:0 | ||||
| 18. Jornada | 12.11.2019 | Deportivo Santaní | - | Club Olimpia | 0:1 | ||||
| 19. Jornada | 29.11.2019 | Club Olimpia | - | Deportivo Capiatá | 1:0 | ||||
| 22. Jornada | 14.12.2019 | Sol de América | - | Club Olimpia | 0:4 |
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