4. Round 14/09/2008 Bor. Mönchengladbach [Youth B] - Arminia Bielefeld [Youth B] 2:0
6. Round 05/10/2008 Rot-Weiss Essen [Youth B] - Arminia Bielefeld [Youth B] 2:2 yellow card
7. Round 26/10/2008 Arminia Bielefeld [Youth B] - Preußen Münster [Youth B] 4:0
8. Round 02/11/2008 TSC Eintracht Dortmund [Youth B] - Arminia Bielefeld [Youth B] 4:2
9. Round 09/11/2008 Arminia Bielefeld [Youth B] - 1. FC Köln [Youth B] 0:1
10. Round 16/11/2008 FC Schalke 04 [Youth B] - Arminia Bielefeld [Youth B] 1:1
11. Round 30/11/2008 Arminia Bielefeld [Youth B] - Borussia Dortmund [Youth B] 0:0
12. Round 07/12/2008 Alemannia Aachen [Youth B] - Arminia Bielefeld [Youth B] 5:0
13. Round 14/12/2008 Arminia Bielefeld [Youth B] - VfL Bochum [Youth B] 1:1
15. Round 21/02/2009 Arminia Bielefeld [Youth B] - Bayer Leverkusen [Youth B] 2:2
16. Round 01/03/2009 MSV Duisburg [Youth B] - Arminia Bielefeld [Youth B] 1:1
18. Round 15/03/2009 SF Troisdorf 05 [Youth B] - Arminia Bielefeld [Youth B] 0:1
19. Round 22/03/2009 Arminia Bielefeld [Youth B] - Rot-Weiss Essen [Youth B] 2:2
20. Round 05/04/2009 Preußen Münster [Youth B] - Arminia Bielefeld [Youth B] 2:1
22. Round 26/04/2009 1. FC Köln [Youth B] - Arminia Bielefeld [Youth B] 1:1
23. Round 17/05/2009 Arminia Bielefeld [Youth B] - FC Schalke 04 [Youth B] 0:3
24. Round 24/05/2009 Borussia Dortmund [Youth B] - Arminia Bielefeld [Youth B] 0:2
25. Round 07/06/2009 Arminia Bielefeld [Youth B] - Alemannia Aachen [Youth B] 0:2
26. Round 14/06/2009 VfL Bochum [Youth B] - Arminia Bielefeld [Youth B] 1:2