| 1. Round | 14/07/2019 | General Díaz | - | Club Olimpia | 1:4 | ||||
| 4. Round | 06/08/2019 | Libertad | - | Club Olimpia | 2:0 |  |
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| 5. Round | 11/08/2019 | Club Olimpia | - | Sportivo Luqueño | 3:1 |  |
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| 12. Round | 29/09/2019 | Club Olimpia | - | General Díaz | 2:0 | ||||
| 16. Round | 03/11/2019 | Sportivo Luqueño | - | Club Olimpia | 1:0 | |
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| 22. Round | 14/12/2019 | Sol de América | - | Club Olimpia | 0:4 |
Paraguay