| 1. Round | 17/08/2008 | Rot Weiss Ahlen | - | FSV Frankfurt | 2:1 |  |
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| 2. Round | 24/08/2008 | FC Augsburg | - | Rot Weiss Ahlen | 3:0 | |
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| 3. Round | 31/08/2008 | Rot Weiss Ahlen | - | TSV 1860 München | 2:1 | ||||
| 4. Round | 12/09/2008 | Rot-Weiß Oberhausen | - | Rot Weiss Ahlen | 1:3 | ||||
| 5. Round | 19/09/2008 | Rot Weiss Ahlen | - | Hansa Rostock | 2:2 | ||||
| 6. Round | 28/09/2008 | SV Wehen Wiesbaden | - | Rot Weiss Ahlen | 1:3 | ||||
| 7. Round | 05/10/2008 | Rot Weiss Ahlen | - | 1. FC Nürnberg | 1:1 | ||||
| 8. Round | 17/10/2008 | 1. FC Kaiserslautern | - | Rot Weiss Ahlen | 4:1 |
Germany
Senegal