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| 1st(1st leg) | Independiente | - | Estudiantes | 2:1 (1:0) | ||
| 2nd (2nd leg) | Estudiantes | - | Independiente | 5:3 (1:0, 2:1, 2:1) pso | ||
| 1st(1st leg): 06/08/2008 01:30 | 2nd (2nd leg): 21/08/2008 01:10 | Winner: Estudiantes | ||||
| 1st(1st leg) | Argentinos Juniors | - | San Lorenzo | 0:0 (0:0) | ||
| 2nd (2nd leg) | San Lorenzo | - | Argentinos Juniors | 0:2 (0:1) | ||
| 1st(1st leg): 07/08/2008 00:15 | 2nd (2nd leg): 22/08/2008 01:30 | Winner: Argentinos Juniors | ||||
| 1st(1st leg) | Athletico Paranaense | - | São Paulo FC | 0:0 (0:0) | ||
| 2nd (2nd leg) | São Paulo FC | - | Athletico Paranaense | 3:4 (0:0, 0:0, 0:0) pso | ||
| 1st(1st leg): 13/08/2008 00:10 | 2nd (2nd leg): 28/08/2008 02:00 | Winner: Athletico Paranaense | ||||
| 1st(1st leg) | Internacional | - | Grêmio Porto Alegre | 1:1 (0:0) | ||
| 2nd (2nd leg) | Grêmio Porto Alegre | - | Internacional | 2:2 (0:0) | ||
| 1st(1st leg): 14/08/2008 02:00 | 2nd (2nd leg): 28/08/2008 23:20 | Winner: Internacional | ||||
| 1st(1st leg) | Vasco da Gama - RJ | - | Palmeiras | 3:1 (1:1) | ||
| 2nd (2nd leg) | Palmeiras | - | Vasco da Gama - RJ | 3:0 (1:0) | ||
| 1st(1st leg): 14/08/2008 02:00 | 2nd (2nd leg): 18/09/2008 02:00 | Winner: Palmeiras | ||||
| 1st(1st leg) | LDU Quito | - | Bolívar | 4:2 (2:1) | ||
| 2nd (2nd leg) | Bolívar | - | LDU Quito | 2:1 (2:0) | ||
| 1st(1st leg): 14/08/2008 22:00 | 2nd (2nd leg): 19/09/2008 01:15 | Winner: LDU Quito | ||||
| 1st(1st leg) | Botafogo - RJ | - | Atlético Mineiro | 3:1 (1:1) | ||
| 2nd (2nd leg) | Atlético Mineiro | - | Botafogo - RJ | 2:5 (0:2) | ||
| 1st(1st leg): 15/08/2008 00:10 | 2nd (2nd leg): 28/08/2008 02:00 | Winner: Botafogo - RJ | ||||
| 1st(1st leg) | América de Cali | - | Deportivo Cali | 2:0 (0:0) | ||
| 2nd (2nd leg) | Deportivo Cali | - | América de Cali | 1:0 (0:0) | ||
| 1st(1st leg): 15/08/2008 02:30 | 2nd (2nd leg): 17/09/2008 02:15 | Winner: América de Cali | ||||
| 1st(1st leg) | Defensor Sporting | - | Libertad | 2:1 (0:0) | ||
| 2nd (2nd leg) | Libertad | - | Defensor Sporting | 3:3 (1:2) | ||
| 1st(1st leg): 19/08/2008 23:10 | 2nd (2nd leg): 27/08/2008 01:10 | Winner: Defensor Sporting | ||||
| 1st(1st leg) | Arsenal de Sarandí | - | Motagua | 4:0 (1:0) | ||
| 2nd (2nd leg) | Motagua | - | Arsenal de Sarandí | 1:2 (1:1) | ||
| 1st(1st leg): 20/08/2008 01:30 | 2nd (2nd leg): 05/09/2008 02:10 | Winner: Arsenal de Sarandí | ||||
| 1st(1st leg) | Club San Luis | - | Deportivo Quito | 3:1 (0:0) | ||
| 2nd (2nd leg) | Deportivo Quito | - | Club San Luis | 3:2 (1:2) | ||
| 1st(1st leg): 27/08/2008 03:30 | 2nd (2nd leg): 17/09/2008 23:40 | Winner: Club San Luis | ||||
| 1st(1st leg) | Aragua FC | - | Deportivo Guadalajara | 1:2 (0:0) | ||
| 2nd (2nd leg) | Deportivo Guadalajara | - | Aragua FC | 1:1 (1:0) | ||
| 1st(1st leg): 28/08/2008 03:00 | 2nd (2nd leg): 18/09/2008 03:30 | Winner: Deportivo Guadalajara | ||||
| 1st(1st leg) | Universidad Católica | - | Club Olimpia | 4:0 (2:0) | ||
| 2nd (2nd leg) | Club Olimpia | - | Universidad Católica | 2:2 (1:2) | ||
| 1st(1st leg): 29/08/2008 01:50 | 2nd (2nd leg): 17/09/2008 23:20 | Winner: Universidad Católica | ||||
| 1st(1st leg) | Ñublense | - | Sport Áncash | 1:0 (0:0) | ||
| 2nd (2nd leg) | Sport Áncash | - | Ñublense | 4:0 (3:0) | ||
| 1st(1st leg): 04/09/2008 23:40 | 2nd (2nd leg): 16/09/2008 20:30 | Winner: Sport Áncash | ||||
