| 1. Round | 06/08/1999 | Newell's Old Boys | - | San Lorenzo | 1:2 | ||||
| 2. Round | 14/08/1999 | Instituto de Córdoba | - | Newell's Old Boys | 1:1 | ||||
| 3. Round | 21/08/1999 | Newell's Old Boys | - | Rosario Central | 1:1 | ||||
| 5. Round | 05/09/1999 | Newell's Old Boys | - | Estudiantes | 4:1 | ||||
| 8. Round | 25/09/1999 | Lanús | - | Newell's Old Boys | 2:1 | ||||
| 9. Round | 02/10/1999 | Newell's Old Boys | - | Argentinos Juniors | 0:2 | ||||
| 11. Round | 17/10/1999 | Newell's Old Boys | - | Gimnasia de Jujuy | 4:2 | ||||
| 14. Round | 13/11/1999 | Newell's Old Boys | - | Unión de Santa Fe | 1:1 | ||||
| 15. Round | 20/11/1999 | Gimnasia de La Plata | - | Newell's Old Boys | 3:1 | ||||
| 16. Round | 27/11/1999 | Newell's Old Boys | - | Talleres de Córdoba | 3:1 |  |
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| 17. Round | 04/12/1999 | Racing Club | - | Newell's Old Boys | 1:1 | ||||
| 18. Round | 12/12/1999 | Newell's Old Boys | - | Chacarita Juniors | 4:1 | ||||
| 19. Round | 16/12/1999 | Ferro Carril Oeste | - | Newell's Old Boys | 2:4 |
Argentina