| 1. Round | 14/07/2019 | San Lorenzo | - | Libertad | 0:1 |  |
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| 5. Round | 10/08/2019 | San Lorenzo | - | Deportivo Capiatá | 1:1 | ||||
| 13. Round | 08/10/2019 | San Lorenzo | - | Sportivo Luqueño | 2:0 | ||||
| 14. Round | 20/10/2019 | Cerro Porteño | - | San Lorenzo | 2:0 | ||||
| 15. Round | 27/10/2019 | San Lorenzo | - | Deportivo Santaní | 3:2 | ||||
| 16. Round | 31/10/2019 | Deportivo Capiatá | - | San Lorenzo | 1:1 | ||||
| 18. Round | 10/11/2019 | San Lorenzo | - | Guaraní | 0:0 | ||||
| 17. Round | 22/11/2019 | General Díaz | - | San Lorenzo | 1:1 | ||||
| 20. Round | 01/12/2019 | San Lorenzo | - | Club Olimpia | 1:4 | ||||
| 21. Round | 09/12/2019 | Club Nacional | - | San Lorenzo | 4:2 | |
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| 22. Round | 15/12/2019 | San Lorenzo | - | River Plate | 2:0 |
Paraguay