| 2. Round | 26/01/2019 | Club Olimpia | - | San Lorenzo | 2:0 |  |
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| 7. Round | 22/02/2019 | Sol de América | - | San Lorenzo | 1:6 | ||||
| 8. Round | 26/02/2019 | San Lorenzo | - | Cerro Porteño | 2:1 | ||||
| 9. Round | 03/03/2019 | Libertad | - | San Lorenzo | 2:1 | ||||
| 10. Round | 08/03/2019 | San Lorenzo | - | Deportivo Capiatá | 0:1 | ||||
| 13. Round | 30/03/2019 | San Lorenzo | - | Club Olimpia | 1:4 | ||||
| 15. Round | 09/04/2019 | Guaraní | - | San Lorenzo | 4:1 |  |
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| 16. Round | 13/04/2019 | San Lorenzo | - | Sportivo Luqueño | 0:3 |
Paraguay