| 15. Round | 22/02/2009 | Rot-Weiss Essen [Youth] | - | SV Bergisch Gladbach 09 [Youth] | 3:0 | ||||
| 16. Round | 01/03/2009 | Borussia Dortmund [Youth] | - | Rot-Weiss Essen [Youth] | 4:1 | ||||
| 24. Round | 10/05/2009 | Rot-Weiss Essen [Youth] | - | FC Schalke 04 [Youth] | 1:1 | ||||
| 23. Round | 17/05/2009 | Rot-Weiss Essen [Youth] | - | Bor. Mönchengladbach [Youth] | 0:6 | ||||
| 25. Round | 07/06/2009 | SG Wattenscheid 09 [Youth] | - | Rot-Weiss Essen [Youth] | 3:2 | ||||
| 26. Round | 14/06/2009 | Rot-Weiss Essen [Youth] | - | Rot Weiss Ahlen [Youth] | 0:2 |
Germany