| 4. Round | 14/09/2008 | SV Wehen Wiesbaden | - | 1. FC Nürnberg | 2:2 | ||||
| 6. Round | 28/09/2008 | SV Wehen Wiesbaden | - | Rot Weiss Ahlen | 1:3 | ||||
| 7. Round | 06/10/2008 | 1. FSV Mainz 05 | - | SV Wehen Wiesbaden | 5:0 | ||||
| 8. Round | 19/10/2008 | SV Wehen Wiesbaden | - | FSV Frankfurt | 3:1 | ||||
| 18. Round | 01/02/2009 | SV Wehen Wiesbaden | - | Alemannia Aachen | 1:0 | ||||
| 20. Round | 13/02/2009 | SV Wehen Wiesbaden | - | TuS Koblenz | 1:3 | ||||
| 34. Round | 24/05/2009 | SV Wehen Wiesbaden | - | Hansa Rostock | 1:1 |
Montenegro