1. Round 17/08/2008 Hansa Rostock [Youth] - VfL Osnabrück [Youth] 2:0
2. Round 23/08/2008 VfL Osnabrück [Youth] - Hertha BSC [Youth] 1:2 Goal
3. Round 30/08/2008 Hamburger SV [Youth] - VfL Osnabrück [Youth] 3:2
4. Round 14/09/2008 VfL Osnabrück [Youth] - FC Carl Zeiss Jena [Youth] 6:2
5. Round 28/09/2008 Rot-Weiß Erfurt [Youth] - VfL Osnabrück [Youth] 3:0
6. Round 03/10/2008 VfL Osnabrück [Youth] - Werder Bremen [Youth] 3:0
7. Round 26/10/2008 Chemnitzer FC [Youth] - VfL Osnabrück [Youth] 1:0
8. Round 02/11/2008 VfL Osnabrück [Youth] - Hannover 96 [Youth] 1:2
9. Round 09/11/2008 Energie Cottbus [Youth] - VfL Osnabrück [Youth] 2:0
10. Round 16/11/2008 VfL Osnabrück [Youth] - FC St. Pauli [Youth] 2:2
11. Round 30/11/2008 VfL Osnabrück [Youth] - VfL Wolfsburg [Youth] 2:1
13. Round 13/12/2008 VfL Osnabrück [Youth] - 1. FC Union Berlin [Youth] 2:1
14. Round 15/02/2009 VfL Osnabrück [Youth] - Hansa Rostock [Youth] 1:5
15. Round 22/02/2009 Hertha BSC [Youth] - VfL Osnabrück [Youth] 1:1
16. Round 01/03/2009 VfL Osnabrück [Youth] - Hamburger SV [Youth] 1:1
17. Round 08/03/2009 FC Carl Zeiss Jena [Youth] - VfL Osnabrück [Youth] 1:1
18. Round 14/03/2009 VfL Osnabrück [Youth] - Rot-Weiß Erfurt [Youth] 0:1
19. Round 22/03/2009 Werder Bremen [Youth] - VfL Osnabrück [Youth] 3:1
20. Round 05/04/2009 VfL Osnabrück [Youth] - Chemnitzer FC [Youth] 4:0 GoalGoal
21. Round 19/04/2009 Hannover 96 [Youth] - VfL Osnabrück [Youth] 0:1
24. Round 10/05/2009 VfL Wolfsburg [Youth] - VfL Osnabrück [Youth] 0:3
23. Round 17/05/2009 FC St. Pauli [Youth] - VfL Osnabrück [Youth] 1:5
25. Round 07/06/2009 VfL Osnabrück [Youth] - Eintracht Braunschweig [Youth] 1:1
26. Round 12/06/2009 1. FC Union Berlin [Youth] - VfL Osnabrück [Youth] 1:0