| 1. Round | 06/03/1999 | Gimnasia de Jujuy | - | Argentinos Juniors | 0:2 | ||||
| 3. Round | 21/03/1999 | Gimnasia de La Plata | - | Gimnasia de Jujuy | 7:5 | ||||
| 4. Round | 27/03/1999 | Gimnasia de Jujuy | - | Huracán | 2:2 | ||||
| 5. Round | 30/03/1999 | Belgrano de Córdoba | - | Gimnasia de Jujuy | 1:4 | ||||
| 6. Round | 03/04/1999 | Gimnasia de Jujuy | - | Newell's Old Boys | 0:1 | ||||
| 7. Round | 08/04/1999 | Racing Club | - | Gimnasia de Jujuy | 2:0 | ||||
| 8. Round | 17/04/1999 | Gimnasia de Jujuy | - | Platense | 1:1 | ||||
| 10. Round | 26/04/1999 | Gimnasia de Jujuy | - | Vélez Sarsfield | 1:2 | ||||
| 11. Round | 01/05/1999 | River Plate | - | Gimnasia de Jujuy | 8:0 | ||||
| 9. Round | 04/05/1999 | Colón de Santa Fe | - | Gimnasia de Jujuy | 1:3 | ||||
| 14. Round | 22/05/1999 | Gimnasia de Jujuy | - | Talleres de Córdoba | 2:1 | ||||
| 19. Round | 19/06/1999 | Ferro Carril Oeste | - | Gimnasia de Jujuy | 0:1 |
Argentina