| 1. Round | 17/08/2008 | SG Wattenscheid 09 [Youth] | - | Rot Weiss Ahlen [Youth] | 1:1 | ||||
| 2. Round | 24/08/2008 | 1. FC Köln [Youth] | - | SG Wattenscheid 09 [Youth] | 1:4 | ||||
| 3. Round | 31/08/2008 | SG Wattenscheid 09 [Youth] | - | SV Bergisch Gladbach 09 [Youth] | 1:2 | ||||
| 4. Round | 14/09/2008 | Borussia Dortmund [Youth] | - | SG Wattenscheid 09 [Youth] | 3:0 | ||||
| 12. Round | 07/12/2008 | Rot-Weiss Essen [Youth] | - | SG Wattenscheid 09 [Youth] | 1:2 | ||||
| 13. Round | 14/12/2008 | SG Wattenscheid 09 [Youth] | - | FC Schalke 04 [Youth] | 2:3 | ||||
| 16. Round | 01/03/2009 | SV Bergisch Gladbach 09 [Youth] | - | SG Wattenscheid 09 [Youth] | 1:3 | ||||
| 21. Round | 19/04/2009 | SG Wattenscheid 09 [Youth] | - | Wuppertaler SV [Youth] | 1:1 | ||||
| 14. Round | 03/05/2009 | Rot Weiss Ahlen [Youth] | - | SG Wattenscheid 09 [Youth] | 0:2 |
Germany