| 15. Round | 21/02/2009 | SC Freiburg [Youth B] | - | 1. FC Kaiserslautern [Youth B] | 0:7 | ||||
| 16. Round | 01/03/2009 | Eintracht Frankfurt [Youth B] | - | SC Freiburg [Youth B] | 1:1 | ||||
| 17. Round | 07/03/2009 | SC Freiburg [Youth B] | - | 1. FC Nürnberg [Youth B] | 1:1 | ||||
| 18. Round | 15/03/2009 | Bayern München [Youth B] | - | SC Freiburg [Youth B] | 0:0 | ||||
| 19. Round | 21/03/2009 | SC Freiburg [Youth B] | - | VfB Stuttgart [Youth B] | 1:2 | ||||
| 20. Round | 04/04/2009 | SC Freiburg [Youth B] | - | SSV Ulm 1846 [Youth B] | 0:2 | ||||
| 23. Round | 17/05/2009 | 1899 Hoffenheim [Youth B] | - | SC Freiburg [Youth B] | 2:1 | ||||
| 24. Round | 24/05/2009 | SC Freiburg [Youth B] | - | TSV 1860 München [Youth B] | 1:1 | ||||
| 22. Round | 27/05/2009 | SC Freiburg [Youth B] | - | Karlsruher SC [Youth B] | 1:0 | ||||
| 25. Round | 07/06/2009 | 1. FSV Mainz 05 [Youth B] | - | SC Freiburg [Youth B] | 5:1 |  |
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| 26. Round | 14/06/2009 | SC Freiburg [Youth B] | - | Kickers Offenbach [Youth B] | 6:3 |
Switzerland