| 1. Round | 26/01/2009 | El Nacional | - | Club Nacional | 0:5 |  |
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| 1. Round | 04/02/2009 | Club Nacional | - | El Nacional | 3:3 | |
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| Group 3 | 12/02/2009 | River Plate | - | Club Nacional | 1:0 |  |
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| Group 3 | 12/03/2009 | Universidad San Martín | - | Club Nacional | 2:1 |  |
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| Group 3 | 07/04/2009 | Club Nacional | - | Universidad San Martín | 1:1 | ||||
| Group 3 | 24/04/2009 | Club Nacional | - | River Plate | 4:2 | |
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| Group 3 | 01/05/2009 | Nacional | - | Club Nacional | 3:1 | |
Paraguay