| 1. Round | 19/08/2009 | Bor. Mönchengladbach [Youth B] | - | Arminia Bielefeld [Youth B] | 0:1 |  |
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| 2. Round | 22/08/2009 | Arminia Bielefeld [Youth B] | - | MSV Duisburg [Youth B] | 3:3 | ||||
| 3. Round | 30/08/2009 | Bayer Leverkusen [Youth B] | - | Arminia Bielefeld [Youth B] | 5:2 | ||||
| 20. Round | 06/09/2009 | Arminia Bielefeld [Youth B] | - | Preußen Münster [Youth B] | 2:1 |  |
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| 4. Round | 13/09/2009 | Arminia Bielefeld [Youth B] | - | Rot-Weiss Essen [Youth B] | 0:1 | ||||
| 5. Round | 27/09/2009 | Alemannia Aachen [Youth B] | - | Arminia Bielefeld [Youth B] | 1:1 | ||||
| 6. Round | 03/10/2009 | Arminia Bielefeld [Youth B] | - | Bonner SC [Youth B] | 0:0 | ||||
| 11. Round | 11/10/2009 | Arminia Bielefeld [Youth B] | - | SG Wattenscheid 09 [Youth B] | 0:2 | ||||
| 7. Round | 18/10/2009 | Preußen Münster [Youth B] | - | Arminia Bielefeld [Youth B] | 4:2 | |
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| 8. Round | 31/10/2009 | Arminia Bielefeld [Youth B] | - | Borussia Dortmund [Youth B] | 0:2 |
Germany