| 1. Round | 22/01/2019 | San Lorenzo | - | River Plate | 1:0 | ||||
| 2. Round | 26/01/2019 | Club Olimpia | - | San Lorenzo | 2:0 | ||||
| 4. Round | 06/02/2019 | San Lorenzo | - | Guaraní | 1:3 |  |
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| 9. Round | 03/03/2019 | Libertad | - | San Lorenzo | 2:1 | ||||
| 10. Round | 08/03/2019 | San Lorenzo | - | Deportivo Capiatá | 0:1 | ||||
| 14. Round | 04/04/2019 | Club Nacional | - | San Lorenzo | 3:1 | ||||
| 16. Round | 13/04/2019 | San Lorenzo | - | Sportivo Luqueño | 0:3 | ||||
| 17. Round | 21/04/2019 | Deportivo Santaní | - | San Lorenzo | 1:0 |
Paraguay