| 2. Round | 23/08/2009 | Bonner SC [Youth B] | - | Rot-Weiss Essen [Youth B] | 2:1 |  |
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| 3. Round | 30/08/2009 | Rot-Weiss Essen [Youth B] | - | Preußen Münster [Youth B] | 0:3 | ||||
| 20. Round | 06/09/2009 | SG Wattenscheid 09 [Youth B] | - | Rot-Weiss Essen [Youth B] | 1:2 | ||||
| 4. Round | 13/09/2009 | Arminia Bielefeld [Youth B] | - | Rot-Weiss Essen [Youth B] | 0:1 | ||||
| 5. Round | 27/09/2009 | Rot-Weiss Essen [Youth B] | - | SF Troisdorf 05 [Youth B] | 4:0 | ||||
| 6. Round | 04/10/2009 | FC Schalke 04 [Youth B] | - | Rot-Weiss Essen [Youth B] | 1:1 | ||||
| 10. Round | 15/11/2009 | Bor. Mönchengladbach [Youth B] | - | Rot-Weiss Essen [Youth B] | 0:1 | ||||
| 12. Round | 29/11/2009 | Bayer Leverkusen [Youth B] | - | Rot-Weiss Essen [Youth B] | 4:1 | ||||
| 13. Round | 05/12/2009 | Rot-Weiss Essen [Youth B] | - | Borussia Dortmund [Youth B] | 3:1 |
Germany