| 1. Round | 06/08/1999 | Newell's Old Boys | - | San Lorenzo | 1:2 | ||||
| 7. Round | 18/09/1999 | Ferro Carril Oeste | - | San Lorenzo | 0:0 | ||||
| 8. Round | 25/09/1999 | Boca Juniors | - | San Lorenzo | 0:0 | ||||
| 13. Round | 06/11/1999 | San Lorenzo | - | Belgrano de Córdoba | 1:0 | ||||
| 16. Round | 27/11/1999 | Argentinos Juniors | - | San Lorenzo | 0:0 | ||||
| 17. Round | 02/12/1999 | San Lorenzo | - | Vélez Sarsfield | 2:0 |
Argentina