| Gruppe 4 | 25.02.2009 | Independiente Medellín | - | Defensor Sporting | 0:0 | ||||
| Gruppe 4 | 19.03.2009 | Defensor Sporting | - | São Paulo FC | 0:1 |  |
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| Gruppe 4 | 10.04.2009 | São Paulo FC | - | Defensor Sporting | 2:1 | ||||
| Gruppe 4 | 17.04.2009 | América de Cali | - | Defensor Sporting | 0:0 |  |
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| Achtelfinale | 15.05.2009 | Defensor Sporting | - | Boca Juniors | 2:2 |  |
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| Achtelfinale | 22.05.2009 | Boca Juniors | - | Defensor Sporting | 0:1 | ||||
| Viertelfinale | 29.05.2009 | Defensor Sporting | - | Estudiantes | 0:1 | ||||
| Viertelfinale | 19.06.2009 | Estudiantes | - | Defensor Sporting | 1:0 |
Uruguay