| 1. Round | 14/07/2019 | General Díaz | - | Club Olimpia | 1:4 |  |
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| 8. Round | 30/08/2019 | Deportivo Capiatá | - | Club Olimpia | 0:6 | ||||
| 9. Round | 15/09/2019 | Club Olimpia | - | San Lorenzo | 4:1 | |
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| 11. Round | 26/09/2019 | Club Olimpia | - | Sol de América | 2:0 | |
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| 13. Round | 06/10/2019 | Club Olimpia | - | Club Nacional | 3:0 | ||||
| 14. Round | 20/10/2019 | River Plate | - | Club Olimpia | 0:1 | ||||
| 15. Round | 27/10/2019 | Club Olimpia | - | Libertad | 2:1 | ||||
| 16. Round | 03/11/2019 | Sportivo Luqueño | - | Club Olimpia | 1:0 | |
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| 18. Round | 11/11/2019 | Deportivo Santaní | - | Club Olimpia | 0:1 | ||||
| 17. Round | 24/11/2019 | Club Olimpia | - | Cerro Porteño | 4:2 | |
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| 19. Round | 28/11/2019 | Club Olimpia | - | Deportivo Capiatá | 1:0 | ||||
| 20. Round | 01/12/2019 | San Lorenzo | - | Club Olimpia | 1:4 | ||||
| 21. Round | 08/12/2019 | Club Olimpia | - | Guaraní | 2:2 | ||||
| 22. Round | 14/12/2019 | Sol de América | - | Club Olimpia | 0:4 |
Paraguay
Spain