| 1. Round | 06/03/1999 | Vélez Sarsfield | - | River Plate | 0:1 | ||||
| 2. Round | 13/03/1999 | River Plate | - | Argentinos Juniors | 2:0 | ||||
| 4. Round | 27/03/1999 | San Lorenzo | - | River Plate | 2:2 | ||||
| 6. Round | 02/04/1999 | Rosario Central | - | River Plate | 3:1 | ||||
| 7. Round | 10/04/1999 | River Plate | - | Independiente | 2:1 | ||||
| 9. Round | 24/04/1999 | River Plate | - | Unión de Santa Fe | 1:0 | ||||
| 12. Round | 08/05/1999 | Boca Juniors | - | River Plate | 2:1 | ||||
| 15. Round | 29/05/1999 | River Plate | - | Belgrano de Córdoba | 1:0 |
Argentina
Italy