| 1. Round | 07/08/2009 | SV Wehen Wiesbaden II | - | 1. FC Nürnberg II | 1:2 | ||||
| 2. Round | 14/08/2009 | Stuttgarter Kickers | - | SV Wehen Wiesbaden II | 2:0 |  |
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| 3. Round | 21/08/2009 | SC Freiburg II | - | SV Wehen Wiesbaden II | 3:3 | ||||
| 4. Round | 25/08/2009 | SV Wehen Wiesbaden II | - | SpVgg Weiden | 1:2 | ||||
| 5. Round | 02/09/2009 | TSV 1860 München II | - | SV Wehen Wiesbaden II | 3:2 | ||||
| 7. Round | 11/09/2009 | SSV Ulm 1846 | - | SV Wehen Wiesbaden II | 4:0 | ||||
| 19. Round | 13/12/2009 | SV Wehen Wiesbaden II | - | Stuttgarter Kickers | 1:1 | ||||
| 20. Round | 28/02/2010 | SV Wehen Wiesbaden II | - | SC Freiburg II | 1:1 | ||||
| 22. Round | 14/03/2010 | SV Wehen Wiesbaden II | - | TSV 1860 München II | 2:1 | ||||
| 23. Round | 20/03/2010 | SV Darmstadt 98 | - | SV Wehen Wiesbaden II | 1:3 | |
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| 24. Round | 28/03/2010 | SV Wehen Wiesbaden II | - | SSV Ulm 1846 | 0:0 | ||||
| 25. Round | 04/04/2010 | SG Sonnenhof Großaspach | - | SV Wehen Wiesbaden II | 1:2 | |
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| 26. Round | 11/04/2010 | SV Wehen Wiesbaden II | - | SpVgg Greuther Fürth II | 0:0 | |
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| 34. Round | 29/05/2010 | SV Wehen Wiesbaden II | - | VfR Aalen | 0:2 |
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