| 2. Round | 23/08/2008 | Hamburger SV | - | Karlsruher SC | 2:1 | ||||
| 3. Round | 29/08/2008 | Karlsruher SC | - | 1. FC Köln | 0:2 | ||||
| 10. Round | 28/10/2008 | Karlsruher SC | - | FC Schalke 04 | 0:3 | ||||
| 11. Round | 01/11/2008 | 1899 Hoffenheim | - | Karlsruher SC | 4:1 | ||||
| 12. Round | 08/11/2008 | Karlsruher SC | - | Bayer Leverkusen | 3:3 | ||||
| 13. Round | 15/11/2008 | Energie Cottbus | - | Karlsruher SC | 1:0 | ||||
| 14. Round | 21/11/2008 | Karlsruher SC | - | Borussia Dortmund | 0:1 | ||||
| 15. Round | 29/11/2008 | Hannover 96 | - | Karlsruher SC | 3:2 | ||||
| 16. Round | 06/12/2008 | Karlsruher SC | - | Werder Bremen | 1:0 |  |
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| 17. Round | 13/12/2008 | Hertha BSC | - | Karlsruher SC | 4:0 |
Germany