1. Round | 27/01/2009 | Independiente Medellín | - | Peñarol | 4:0 | ||||
1. Round | 02/02/2009 | Peñarol | - | Independiente Medellín | 0:0 | ||||
Group 4 | 19/02/2009 | São Paulo FC | - | Independiente Medellín | 1:1 | ||||
Group 4 | 25/02/2009 | Independiente Medellín | - | Defensor Sporting | 0:0 | ||||
Group 4 | 11/03/2009 | América de Cali | - | Independiente Medellín | 1:1 | ||||
Group 4 | 18/03/2009 | Independiente Medellín | - | América de Cali | 0:0 | ||||
Group 4 | 23/04/2009 | Defensor Sporting | - | Independiente Medellín | 4:3 |