| 1. Jornada | 14.07.2019 | General Díaz | - | Club Olimpia | 1:4 | ||||
| 2. Jornada | 20.07.2019 | Club Nacional | - | Club Olimpia | 1:3 | ||||
| 3. Jornada | 28.07.2019 | Club Olimpia | - | River Plate | 2:1 | ||||
| 4. Jornada | 06.08.2019 | Libertad | - | Club Olimpia | 2:0 | ||||
| 5. Jornada | 11.08.2019 | Club Olimpia | - | Sportivo Luqueño | 3:1 | ||||
| 6. Jornada | 17.08.2019 | Cerro Porteño | - | Club Olimpia | 0:0 | ||||
| 7. Jornada | 26.08.2019 | Club Olimpia | - | Deportivo Santaní | 4:0 | ||||
| 22. Jornada | 14.12.2019 | Sol de América | - | Club Olimpia | 0:4 |
Paraguay