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| 1st(1st leg) | Estudiantes | - | Botafogo - RJ | 2:0 (0:0) | ||
| 2nd (2nd leg) | Botafogo - RJ | - | Estudiantes | 2:2 (0:2) | ||
| 1st(1st leg): 22/10/2008 00:00 | 2nd (2nd leg): 05/11/2008 23:50 | Winner: Estudiantes | ||||
| 1st(1st leg) | River Plate | - | Deportivo Guadalajara | 1:2 (0:1) | ||
| 2nd (2nd leg) | Deportivo Guadalajara | - | River Plate | 2:2 (0:2) | ||
| 1st(1st leg): 22/10/2008 22:45 | 2nd (2nd leg): 07/11/2008 01:30 | Winner: Deportivo Guadalajara | ||||
| 1st(1st leg) | Palmeiras | - | Argentinos Juniors | 0:1 (0:0) | ||
| 2nd (2nd leg) | Argentinos Juniors | - | Palmeiras | 2:0 (2:0) | ||
| 1st(1st leg): 23/10/2008 01:00 | 2nd (2nd leg): 05/11/2008 23:50 | Winner: Argentinos Juniors | ||||
| 1st(1st leg) | Internacional | - | Boca Juniors | 2:0 (0:0) | ||
| 2nd (2nd leg) | Boca Juniors | - | Internacional | 1:2 (0:0) | ||
| 1st(1st leg): 23/10/2008 01:00 | 2nd (2nd leg): 06/11/2008 23:00 | Winner: Internacional | ||||
