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