| 16. Round | 28/02/2009 | 1899 Hoffenheim [Youth] | - | 1. FSV Mainz 05 [Youth] | 1:1 | ||||
| 17. Round | 08/03/2009 | Kickers Offenbach [Youth] | - | 1899 Hoffenheim [Youth] | 0:0 | ||||
| 21. Round | 19/04/2009 | Bayern München [Youth] | - | 1899 Hoffenheim [Youth] | 2:0 | ||||
| 22. Round | 26/04/2009 | 1899 Hoffenheim [Youth] | - | VfB Stuttgart [Youth] | 3:3 | ||||
| 24. Round | 10/05/2009 | 1899 Hoffenheim [Youth] | - | SpVgg Greuther Fürth [Youth] | 3:1 | ||||
| 23. Round | 16/05/2009 | SC Freiburg [Youth] | - | 1899 Hoffenheim [Youth] | 3:1 | ||||
| 26. Round | 14/06/2009 | 1899 Hoffenheim [Youth] | - | Jahn Regensburg [Youth] | 1:3 |
Germany