| 1. Round | 16/08/2008 | VfL Wolfsburg | - | 1. FC Köln | 2:1 | ||||
| 3. Round | 29/08/2008 | Karlsruher SC | - | 1. FC Köln | 0:2 | ||||
| 5. Round | 20/09/2008 | Arminia Bielefeld | - | 1. FC Köln | 2:0 |  |
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| 11. Round | 01/11/2008 | VfB Stuttgart | - | 1. FC Köln | 1:3 | ||||
| 12. Round | 07/11/2008 | 1. FC Köln | - | Hannover 96 | 2:1 | ||||
| 26. Round | 05/04/2009 | 1. FC Köln | - | Bayer Leverkusen | 0:2 | |
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| 34. Round | 23/05/2009 | 1. FC Köln | - | VfL Bochum | 1:1 |
Germany