| 1. Ronde | 17.08.2008 | Hansa Rostock [A-jun] | - | VfL Osnabrück [A-jun] | 2:0 | ||||
| 2. Ronde | 23.08.2008 | VfL Osnabrück [A-jun] | - | Hertha BSC [A-jun] | 1:2 | ||||
| 3. Ronde | 30.08.2008 | Hamburger SV [A-jun] | - | VfL Osnabrück [A-jun] | 3:2 | ||||
| 4. Ronde | 14.09.2008 | VfL Osnabrück [A-jun] | - | FC Carl Zeiss Jena [A-jun] | 6:2 | ||||
| 7. Ronde | 26.10.2008 | Chemnitzer FC [A-jun] | - | VfL Osnabrück [A-jun] | 1:0 | ||||
| 8. Ronde | 02.11.2008 | VfL Osnabrück [A-jun] | - | Hannover 96 [A-jun] | 1:2 | ||||
| 9. Ronde | 09.11.2008 | Energie Cottbus [A-jun] | - | VfL Osnabrück [A-jun] | 2:0 | ||||
| 15. Ronde | 22.02.2009 | Hertha BSC [A-jun] | - | VfL Osnabrück [A-jun] | 1:1 | ||||
| 16. Ronde | 01.03.2009 | VfL Osnabrück [A-jun] | - | Hamburger SV [A-jun] | 1:1 | ||||
| 26. Ronde | 12.06.2009 | 1. FC Union Berlin [A-jun] | - | VfL Osnabrück [A-jun] | 1:0 |
Duitsland