| 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 | ||||
| 15. Round | 22/02/2009 | SG Wattenscheid 09 [Youth] | - | 1. FC Köln [Youth] | 2:3 | ||||
| 17. Round | 08/03/2009 | SG Wattenscheid 09 [Youth] | - | Borussia Dortmund [Youth] | 0:6 | ||||
| 18. Round | 15/03/2009 | Alemannia Aachen [Youth] | - | SG Wattenscheid 09 [Youth] | 2:2 | ||||
| 19. Round | 22/03/2009 | SG Wattenscheid 09 [Youth] | - | VfL Bochum [Youth] | 0:2 | ||||
| 20. Round | 29/03/2009 | Arminia Bielefeld [Youth] | - | SG Wattenscheid 09 [Youth] | 1:0 | ||||
| 21. Round | 19/04/2009 | SG Wattenscheid 09 [Youth] | - | Wuppertaler SV [Youth] | 1:1 | ||||
| 25. Round | 07/06/2009 | SG Wattenscheid 09 [Youth] | - | Rot-Weiss Essen [Youth] | 3:2 | ||||
| 26. Round | 14/06/2009 | FC Schalke 04 [Youth] | - | SG Wattenscheid 09 [Youth] | 2:2 |
Germany