| 9. Round | 09/11/2008 | Bayern München [Youth] | - | TSV 1860 München [Youth] | 3:2 | ||||
| 11. Round | 30/11/2008 | SC Freiburg [Youth] | - | TSV 1860 München [Youth] | 3:1 | ||||
| 14. Round | 15/02/2009 | Jahn Regensburg [Youth] | - | TSV 1860 München [Youth] | 4:2 | ||||
| 17. Round | 03/05/2009 | 1. FSV Mainz 05 [Youth] | - | TSV 1860 München [Youth] | 2:0 | ||||
| 24. Round | 09/05/2009 | TSV 1860 München [Youth] | - | SC Freiburg [Youth] | 7:4 | ||||
| 26. Round | 14/06/2009 | TSV 1860 München [Youth] | - | Karlsruher SC [Youth] | 2:1 |
Germany