| 2. Round | 23/08/2009 | TSV 1860 München [Youth] | - | SC Freiburg [Youth] | 1:3 | ||||
| 4. Round | 12/09/2009 | TSV 1860 München [Youth] | - | VfB Stuttgart [Youth] | 0:1 | ||||
| 5. Round | 27/09/2009 | SV Darmstadt 98 [Youth] | - | TSV 1860 München [Youth] | 2:2 | ||||
| 14. Round | 15/02/2010 | TSV 1860 München [Youth] | - | SpVgg Greuther Fürth [Youth] | 5:0 | ||||
| 15. Round | 21/02/2010 | SC Freiburg [Youth] | - | TSV 1860 München [Youth] | 2:1 | ||||
| 17. Round | 07/03/2010 | VfB Stuttgart [Youth] | - | TSV 1860 München [Youth] | 1:1 | ||||
| 21. Round | 18/04/2010 | Karlsruher SC [Youth] | - | TSV 1860 München [Youth] | 0:2 | ||||
| 22. Round | 25/04/2010 | TSV 1860 München [Youth] | - | Waldhof Mannheim [Youth] | 3:0 | ||||
| 20. Round | 01/05/2010 | TSV 1860 München [Youth] | - | 1899 Hoffenheim [Youth] | 1:3 | ||||
| 25. Round | 06/06/2010 | TSV 1860 München [Youth] | - | Bayern München [Youth] | 1:1 |  |
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| 26. Round | 13/06/2010 | 1. FSV Mainz 05 [Youth] | - | TSV 1860 München [Youth] | 2:3 | |
Germany