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| H | Estudiantes | - | Botafogo - RJ | 2:0 (0:0) | ||
| R | Botafogo - RJ | - | Estudiantes | 2:2 (0:2) | ||
| H: 22.10.2008 01:00 | R: 06.11.2008 00:50 | Sieger: Estudiantes | ||||
| H | River Plate | - | Deportivo Guadalajara | 1:2 (0:1) | ||
| R | Deportivo Guadalajara | - | River Plate | 2:2 (0:2) | ||
| H: 22.10.2008 23:45 | R: 07.11.2008 02:30 | Sieger: Deportivo Guadalajara | ||||
| H | Palmeiras | - | Argentinos Juniors | 0:1 (0:0) | ||
| R | Argentinos Juniors | - | Palmeiras | 2:0 (2:0) | ||
| H: 23.10.2008 02:00 | R: 06.11.2008 00:50 | Sieger: Argentinos Juniors | ||||
| H | Internacional | - | Boca Juniors | 2:0 (0:0) | ||
| R | Boca Juniors | - | Internacional | 1:2 (0:0) | ||
| H: 23.10.2008 02:00 | R: 07.11.2008 00:00 | Sieger: Internacional | ||||
