| 2. Round | 17/08/2009 | FC Schalke 04 II | - | Rot-Weiss Essen | 1:0 | ||||
| 3. Round | 23/08/2009 | Rot-Weiss Essen | - | 1. FC Saarbrücken | 1:2 | ||||
| 7. Round | 11/09/2009 | Rot-Weiss Essen | - | 1. FC Köln II | 0:2 | ||||
| 11. Round | 17/10/2009 | Bayer Leverkusen II | - | Rot-Weiss Essen | 0:0 | ||||
| 12. Round | 24/10/2009 | Rot-Weiss Essen | - | Preußen Münster | 1:1 | ||||
| 13. Round | 31/10/2009 | Sportfreunde Lotte | - | Rot-Weiss Essen | 3:0 | ||||
| 16. Round | 29/11/2009 | Rot-Weiss Essen | - | VfL Bochum II | 2:2 | ||||
| 17. Round | 05/12/2009 | 1. FSV Mainz 05 II | - | Rot-Weiss Essen | 0:3 | ||||
| 18. Round | 13/12/2009 | 1. FC Kaiserslautern II | - | Rot-Weiss Essen | 1:0 |  |
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| 19. Round | 18/12/2009 | Rot-Weiss Essen | - | FC Schalke 04 II | 1:0 |
Germany
Switzerland