| 1. Round | 17/08/2008 | VfL Bochum [Youth B] | - | Preußen Münster [Youth B] | 1:0 | ||||
| 2. Round | 24/08/2008 | Wuppertaler SV [Youth B] | - | VfL Bochum [Youth B] | 1:1 | ||||
| 3. Round | 31/08/2008 | VfL Bochum [Youth B] | - | TSC Eintracht Dortmund [Youth B] | 1:4 | ||||
| 21. Round | 07/09/2008 | VfL Bochum [Youth B] | - | Bor. Mönchengladbach [Youth B] | 0:3 |  |
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| 4. Round | 14/09/2008 | Bayer Leverkusen [Youth B] | - | VfL Bochum [Youth B] | 4:1 | ||||
| 5. Round | 28/09/2008 | VfL Bochum [Youth B] | - | 1. FC Köln [Youth B] | 2:4 | ||||
| 6. Round | 05/10/2008 | MSV Duisburg [Youth B] | - | VfL Bochum [Youth B] | 0:2 | ||||
| 14. Round | 12/10/2008 | Preußen Münster [Youth B] | - | VfL Bochum [Youth B] | 3:2 | ||||
| 7. Round | 26/10/2008 | VfL Bochum [Youth B] | - | FC Schalke 04 [Youth B] | 2:3 | ||||
| 8. Round | 02/11/2008 | Bor. Mönchengladbach [Youth B] | - | VfL Bochum [Youth B] | 1:1 | ||||
| 9. Round | 09/11/2008 | VfL Bochum [Youth B] | - | Borussia Dortmund [Youth B] | 1:4 | |
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| 10. Round | 16/11/2008 | SF Troisdorf 05 [Youth B] | - | VfL Bochum [Youth B] | 1:1 | ||||
| 12. Round | 07/12/2008 | VfL Bochum [Youth B] | - | Rot-Weiss Essen [Youth B] | 0:2 |
Germany