| Group 4 | 19/03/2009 | Defensor Sporting | - | São Paulo FC | 0:1 | ||||
| Group 4 | 23/04/2009 | Defensor Sporting | - | Independiente Medellín | 4:3 |  |
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| Round of 16 | 14/05/2009 | Defensor Sporting | - | Boca Juniors | 2:2 | ||||
| Round of 16 | 21/05/2009 | Boca Juniors | - | Defensor Sporting | 0:1 | ||||
| Quarter-finals | 28/05/2009 | Defensor Sporting | - | Estudiantes | 0:1 |
Uruguay