| 21. Round | 07/09/2008 | VfL Bochum [Youth B] | - | Bor. Mönchengladbach [Youth B] | 0:3 | ||||
| 5. Round | 28/09/2008 | VfL Bochum [Youth B] | - | 1. FC Köln [Youth B] | 2:4 |  |
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| 7. Round | 26/10/2008 | VfL Bochum [Youth B] | - | FC Schalke 04 [Youth B] | 2:3 | ||||
| 11. Round | 30/11/2008 | VfL Bochum [Youth B] | - | Alemannia Aachen [Youth B] | 1:2 | ||||
| 12. Round | 07/12/2008 | VfL Bochum [Youth B] | - | Rot-Weiss Essen [Youth B] | 0:2 | |
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| 13. Round | 14/12/2008 | Arminia Bielefeld [Youth B] | - | VfL Bochum [Youth B] | 1:1 | ||||
| 15. Round | 22/02/2009 | VfL Bochum [Youth B] | - | Wuppertaler SV [Youth B] | 0:1 | ||||
| 16. Round | 01/03/2009 | TSC Eintracht Dortmund [Youth B] | - | VfL Bochum [Youth B] | 1:2 | ||||
| 18. Round | 14/03/2009 | 1. FC Köln [Youth B] | - | VfL Bochum [Youth B] | 5:0 | ||||
| 22. Round | 25/03/2009 | Borussia Dortmund [Youth B] | - | VfL Bochum [Youth B] | 4:1 | ||||
| 23. Round | 16/05/2009 | VfL Bochum [Youth B] | - | SF Troisdorf 05 [Youth B] | 4:3 | ||||
| 25. Round | 07/06/2009 | Rot-Weiss Essen [Youth B] | - | VfL Bochum [Youth B] | 1:2 | ||||
| 26. Round | 14/06/2009 | VfL Bochum [Youth B] | - | Arminia Bielefeld [Youth B] | 1:2 |
Turkey