1. Round | 15/08/2008 | FC St. Pauli | - | VfL Osnabrück | 2:2 | ||||
2. Round | 22/08/2008 | VfL Osnabrück | - | SC Freiburg | 2:2 | ||||
3. Round | 29/08/2008 | 1. FSV Mainz 05 | - | VfL Osnabrück | 4:2 | ||||
4. Round | 14/09/2008 | VfL Osnabrück | - | FSV Frankfurt | 3:2 | ||||
5. Round | 21/09/2008 | FC Ingolstadt 04 | - | VfL Osnabrück | 2:1 | ||||
6. Round | 26/09/2008 | VfL Osnabrück | - | TuS Koblenz | 1:0 | ||||
7. Round | 05/10/2008 | SpVgg Greuther Fürth | - | VfL Osnabrück | 4:2 | ||||
9. Round | 26/10/2008 | VfL Osnabrück | - | TSV 1860 München | 0:2 | ||||
12. Round | 09/11/2008 | Hansa Rostock | - | VfL Osnabrück | 2:2 | ||||
13. Round | 14/11/2008 | VfL Osnabrück | - | SV Wehen Wiesbaden | 1:1 |