| 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 | ||||
| 4. Round | 28/08/1999 | Colón de Santa Fe | - | Newell's Old Boys | 2:0 | ||||
| 11. Round | 17/10/1999 | Newell's Old Boys | - | Gimnasia de Jujuy | 4:2 | ||||
| 13. Round | 06/11/1999 | Boca Juniors | - | Newell's Old Boys | 2:1 | ||||
| 14. Round | 13/11/1999 | Newell's Old Boys | - | Unión de Santa Fe | 1:1 |  |
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| 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 | ||||
| 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 | |
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| 19. Round | 16/12/1999 | Ferro Carril Oeste | - | Newell's Old Boys | 2:4 |
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