| 1. Round | 16/08/2008 | VfL Wolfsburg | - | 1. FC Köln | 2:1 | ||||
| 3. Round | 29/08/2008 | Karlsruher SC | - | 1. FC Köln | 0:2 | ||||
| 4. Round | 13/09/2008 | 1. FC Köln | - | Bayern München | 0:3 | ||||
| 8. Round | 18/10/2008 | 1. FC Köln | - | Energie Cottbus | 1:0 | ||||
| 15. Round | 28/11/2008 | Hertha BSC | - | 1. FC Köln | 2:1 | ||||
| 16. Round | 07/12/2008 | 1. FC Köln | - | Hamburger SV | 1:2 | ||||
| 17. Round | 13/12/2008 | VfL Bochum | - | 1. FC Köln | 1:2 | ||||
| 18. Round | 31/01/2009 | 1. FC Köln | - | VfL Wolfsburg | 1:1 | ||||
| 21. Round | 21/02/2009 | Bayern München | - | 1. FC Köln | 1:2 | ||||
| 22. Round | 27/02/2009 | 1. FC Köln | - | Arminia Bielefeld | 1:1 | ||||
| 24. Round | 14/03/2009 | 1. FC Köln | - | Bor. Mönchengladbach | 2:4 | ||||
| 34. Round | 23/05/2009 | 1. FC Köln | - | VfL Bochum | 1:1 |
Germany
