| 1. Round | 17/08/2008 | Wuppertaler SV [Youth] | - | VfL Bochum [Youth] | 0:4 | ||||
| 2. Round | 24/08/2008 | Arminia Bielefeld [Youth] | - | Wuppertaler SV [Youth] | 1:1 | ||||
| 3. Round | 31/08/2008 | FC Schalke 04 [Youth] | - | Wuppertaler SV [Youth] | 4:0 | ||||
| 4. Round | 14/09/2008 | Wuppertaler SV [Youth] | - | Bayer Leverkusen [Youth] | 1:4 | ||||
| 5. Round | 28/09/2008 | MSV Duisburg [Youth] | - | Wuppertaler SV [Youth] | 2:2 | ||||
| 6. Round | 05/10/2008 | Wuppertaler SV [Youth] | - | Bor. Mönchengladbach [Youth] | 1:3 | ||||
| 7. Round | 26/10/2008 | Rot-Weiss Essen [Youth] | - | Wuppertaler SV [Youth] | 2:0 | ||||
| 9. Round | 09/11/2008 | Rot Weiss Ahlen [Youth] | - | Wuppertaler SV [Youth] | 1:0 | ||||
| 10. Round | 16/11/2008 | Wuppertaler SV [Youth] | - | 1. FC Köln [Youth] | 0:3 | ||||
| 11. Round | 30/11/2008 | SV Bergisch Gladbach 09 [Youth] | - | Wuppertaler SV [Youth] | 1:2 |
Germany