| 1. Round | 06/03/1999 | Vélez Sarsfield | - | River Plate | 0:1 | ||||
| 3. Round | 20/03/1999 | River Plate | - | Estudiantes | 1:0 | ||||
| 11. Round | 01/05/1999 | River Plate | - | Gimnasia de Jujuy | 8:0 | ||||
| 12. Round | 08/05/1999 | Boca Juniors | - | River Plate | 2:1 | ||||
| 15. Round | 29/05/1999 | River Plate | - | Belgrano de Córdoba | 1:0 | ||||
| 16. Round | 01/06/1999 | Newell's Old Boys | - | River Plate | 3:1 |
Argentina