| 4. Round | 14/09/2008 | MSV Duisburg [Youth B] | - | Wuppertaler SV [Youth B] | 0:1 | ||||
| 5. Round | 28/09/2008 | Wuppertaler SV [Youth B] | - | Bor. Mönchengladbach [Youth B] | 0:3 | ||||
| 6. Round | 05/10/2008 | SF Troisdorf 05 [Youth B] | - | Wuppertaler SV [Youth B] | 3:0 | ||||
| 7. Round | 26/10/2008 | Wuppertaler SV [Youth B] | - | Rot-Weiss Essen [Youth B] | 1:3 | ||||
| 8. Round | 02/11/2008 | Preußen Münster [Youth B] | - | Wuppertaler SV [Youth B] | 1:1 | ||||
| 10. Round | 16/11/2008 | 1. FC Köln [Youth B] | - | Wuppertaler SV [Youth B] | 2:1 | ||||
| 9. Round | 21/12/2008 | Wuppertaler SV [Youth B] | - | TSC Eintracht Dortmund [Youth B] | 3:0 | ||||
| 18. Round | 14/03/2009 | Bor. Mönchengladbach [Youth B] | - | Wuppertaler SV [Youth B] | 4:0 | ||||
| 22. Round | 26/04/2009 | TSC Eintracht Dortmund [Youth B] | - | Wuppertaler SV [Youth B] | 0:2 | ||||
| 24. Round | 24/05/2009 | FC Schalke 04 [Youth B] | - | Wuppertaler SV [Youth B] | 4:1 | ||||
| 25. Round | 07/06/2009 | Wuppertaler SV [Youth B] | - | Borussia Dortmund [Youth B] | 1:0 |
Germany