| 2. Round | 24/08/2008 | MSV Duisburg [Youth B] | - | Alemannia Aachen [Youth B] | 1:0 | ||||
| 3. Round | 31/08/2008 | Alemannia Aachen [Youth B] | - | Bor. Mönchengladbach [Youth B] | 1:2 |  |
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| 6. Round | 04/10/2008 | Preußen Münster [Youth B] | - | Alemannia Aachen [Youth B] | 1:1 | ||||
| 14. Round | 11/10/2008 | Bayer Leverkusen [Youth B] | - | Alemannia Aachen [Youth B] | 1:0 | ||||
| 9. Round | 09/11/2008 | Alemannia Aachen [Youth B] | - | FC Schalke 04 [Youth B] | 0:3 | ||||
| 10. Round | 16/11/2008 | Borussia Dortmund [Youth B] | - | Alemannia Aachen [Youth B] | 3:0 | ||||
| 11. Round | 30/11/2008 | VfL Bochum [Youth B] | - | Alemannia Aachen [Youth B] | 1:2 | ||||
| 12. Round | 07/12/2008 | Alemannia Aachen [Youth B] | - | Arminia Bielefeld [Youth B] | 5:0 | ||||
| 13. Round | 14/12/2008 | Wuppertaler SV [Youth B] | - | Alemannia Aachen [Youth B] | 0:2 | ||||
| 16. Round | 01/03/2009 | Bor. Mönchengladbach [Youth B] | - | Alemannia Aachen [Youth B] | 4:0 | ||||
| 19. Round | 21/03/2009 | Alemannia Aachen [Youth B] | - | Preußen Münster [Youth B] | 4:0 | ||||
| 20. Round | 05/04/2009 | TSC Eintracht Dortmund [Youth B] | - | Alemannia Aachen [Youth B] | 0:0 |
Germany