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| H | Independiente | - | Estudiantes | 2:1 (1:0) | ||
| R | Estudiantes | - | Independiente | 5:3 (1:0, 2:1, 2:1) i.E. | ||
| H: 06.08.2008 02:30 | R: 21.08.2008 02:10 | Sieger: Estudiantes | ||||
| H | Argentinos Juniors | - | San Lorenzo | 0:0 (0:0) | ||
| R | San Lorenzo | - | Argentinos Juniors | 0:2 (0:1) | ||
| H: 07.08.2008 01:15 | R: 22.08.2008 02:30 | Sieger: Argentinos Juniors | ||||
| H | Athletico Paranaense | - | São Paulo FC | 0:0 (0:0) | ||
| R | São Paulo FC | - | Athletico Paranaense | 3:4 (0:0, 0:0, 0:0) i.E. | ||
| H: 13.08.2008 01:10 | R: 28.08.2008 03:00 | Sieger: Athletico Paranaense | ||||
| H | Internacional | - | Grêmio Porto Alegre | 1:1 (0:0) | ||
| R | Grêmio Porto Alegre | - | Internacional | 2:2 (0:0) | ||
| H: 14.08.2008 03:00 | R: 29.08.2008 00:20 | Sieger: Internacional | ||||
| H | Vasco da Gama - RJ | - | Palmeiras | 3:1 (1:1) | ||
| R | Palmeiras | - | Vasco da Gama - RJ | 3:0 (1:0) | ||
| H: 14.08.2008 03:00 | R: 18.09.2008 03:00 | Sieger: Palmeiras | ||||
| H | LDU Quito | - | Bolívar | 4:2 (2:1) | ||
| R | Bolívar | - | LDU Quito | 2:1 (2:0) | ||
| H: 14.08.2008 23:00 | R: 19.09.2008 02:15 | Sieger: LDU Quito | ||||
| H | Botafogo - RJ | - | Atlético Mineiro | 3:1 (1:1) | ||
| R | Atlético Mineiro | - | Botafogo - RJ | 2:5 (0:2) | ||
| H: 15.08.2008 01:10 | R: 28.08.2008 03:00 | Sieger: Botafogo - RJ | ||||
| H | América de Cali | - | Deportivo Cali | 2:0 (0:0) | ||
| R | Deportivo Cali | - | América de Cali | 1:0 (0:0) | ||
| H: 15.08.2008 03:30 | R: 17.09.2008 03:15 | Sieger: América de Cali | ||||
| H | Defensor Sporting | - | Libertad | 2:1 (0:0) | ||
| R | Libertad | - | Defensor Sporting | 3:3 (1:2) | ||
| H: 20.08.2008 00:10 | R: 27.08.2008 02:10 | Sieger: Defensor Sporting | ||||
| H | Arsenal de Sarandí | - | Motagua | 4:0 (1:0) | ||
| R | Motagua | - | Arsenal de Sarandí | 1:2 (1:1) | ||
| H: 20.08.2008 02:30 | R: 05.09.2008 03:10 | Sieger: Arsenal de Sarandí | ||||
| H | Club San Luis | - | Deportivo Quito | 3:1 (0:0) | ||
| R | Deportivo Quito | - | Club San Luis | 3:2 (1:2) | ||
| H: 27.08.2008 04:30 | R: 18.09.2008 00:40 | Sieger: Club San Luis | ||||
| H | Aragua FC | - | Deportivo Guadalajara | 1:2 (0:0) | ||
| R | Deportivo Guadalajara | - | Aragua FC | 1:1 (1:0) | ||
| H: 28.08.2008 04:00 | R: 18.09.2008 04:30 | Sieger: Deportivo Guadalajara | ||||
| H | Universidad Católica | - | Club Olimpia | 4:0 (2:0) | ||
| R | Club Olimpia | - | Universidad Católica | 2:2 (1:2) | ||
| H: 29.08.2008 02:50 | R: 18.09.2008 00:20 | Sieger: Universidad Católica | ||||
| H | Ñublense | - | Sport Áncash | 1:0 (0:0) | ||
| R | Sport Áncash | - | Ñublense | 4:0 (3:0) | ||
| H: 05.09.2008 00:40 | R: 16.09.2008 21:30 | Sieger: Sport Áncash | ||||
