| 4. Round | 12/08/2009 | Eintracht Frankfurt II | - | SC Freiburg II | 1:1 | ||||
| 5. Round | 02/09/2009 | SC Freiburg II | - | SpVgg Weiden | 5:1 | ||||
| 7. Round | 13/09/2009 | SC Freiburg II | - | TSV 1860 München II | 1:0 |  |
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| 11. Round | 18/10/2009 | SC Freiburg II | - | SSV Ulm 1846 | 3:1 | |
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| 12. Round | 24/10/2009 | Hessen Kassel | - | SC Freiburg II | 1:1 | ||||
| 13. Round | 31/10/2009 | SC Freiburg II | - | SG Sonnenhof Großaspach | 2:0 | ||||
| 14. Round | 07/11/2009 | VfR Aalen | - | SC Freiburg II | 1:1 |  |
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| 15. Round | 22/11/2009 | SC Freiburg II | - | SpVgg Greuther Fürth II | 0:2 | ||||
| 16. Round | 29/11/2009 | SC Freiburg II | - | 1. FC Nürnberg II | 1:4 | |
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| 17. Round | 05/12/2009 | SC Pfullendorf | - | SC Freiburg II | 0:1 | ||||
| 19. Round | 11/12/2009 | SC Freiburg II | - | Karlsruher SC II | 1:1 |
Germany