| 17. Round | 07/03/2009 | Bayern München [Youth] | - | SC Freiburg [Youth] | 1:3 |  |
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| 18. Round | 14/03/2009 | SC Freiburg [Youth] | - | VfB Stuttgart [Youth] | 4:0 | ||||
| 19. Round | 21/03/2009 | Eintracht Frankfurt [Youth] | - | SC Freiburg [Youth] | 0:4 | ||||
| 20. Round | 04/04/2009 | SpVgg Greuther Fürth [Youth] | - | SC Freiburg [Youth] | 4:1 | ||||
| 21. Round | 19/04/2009 | SC Freiburg [Youth] | - | Karlsruher SC [Youth] | 3:0 | ||||
| 24. Round | 09/05/2009 | TSV 1860 München [Youth] | - | SC Freiburg [Youth] | 7:4 | |
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| 23. Round | 16/05/2009 | SC Freiburg [Youth] | - | 1899 Hoffenheim [Youth] | 3:1 | |
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| 25. Round | 07/06/2009 | SC Freiburg [Youth] | - | 1. FSV Mainz 05 [Youth] | 0:2 | ||||
| 26. Round | 14/06/2009 | Kickers Offenbach [Youth] | - | SC Freiburg [Youth] | 0:4 |
Germany