| 4. Round | 14/09/2008 | Alemannia Aachen [Youth] | - | Rot-Weiss Essen [Youth] | 4:3 | ||||
| 6. Round | 03/10/2008 | Arminia Bielefeld [Youth] | - | Rot-Weiss Essen [Youth] | 3:2 | ||||
| 7. Round | 26/10/2008 | Rot-Weiss Essen [Youth] | - | Wuppertaler SV [Youth] | 2:0 | ||||
| 8. Round | 02/11/2008 | Bayer Leverkusen [Youth] | - | Rot-Weiss Essen [Youth] | 3:0 | ||||
| 9. Round | 09/11/2008 | Rot-Weiss Essen [Youth] | - | MSV Duisburg [Youth] | 2:3 | ||||
| 11. Round | 30/11/2008 | FC Schalke 04 [Youth] | - | Rot-Weiss Essen [Youth] | 2:2 | ||||
| 12. Round | 07/12/2008 | Rot-Weiss Essen [Youth] | - | SG Wattenscheid 09 [Youth] | 1:2 | ||||
| 17. Round | 08/03/2009 | Rot-Weiss Essen [Youth] | - | Alemannia Aachen [Youth] | 1:4 |
Germany
Turkey