| 14. Round | 14/02/2009 | 1899 Hoffenheim [Youth] | - | Eintracht Frankfurt [Youth] | 3:1 | ||||
| 15. Round | 22/02/2009 | TSV 1860 München [Youth] | - | 1899 Hoffenheim [Youth] | 1:0 | ||||
| 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 | ||||
| 18. Round | 14/03/2009 | 1899 Hoffenheim [Youth] | - | FC 08 Villingen [Youth] | 5:1 | ||||
| 19. Round | 21/03/2009 | 1. FC Kaiserslautern [Youth] | - | 1899 Hoffenheim [Youth] | 0:2 | ||||
| 20. Round | 05/04/2009 | 1899 Hoffenheim [Youth] | - | SpVgg Unterhaching [Youth] | 3:1 | ||||
| 13. Round | 11/04/2009 | Jahn Regensburg [Youth] | - | 1899 Hoffenheim [Youth] | 2:3 | ||||
| 23. Round | 16/05/2009 | SC Freiburg [Youth] | - | 1899 Hoffenheim [Youth] | 3:1 | ||||
| 25. Round | 07/06/2009 | Karlsruher SC [Youth] | - | 1899 Hoffenheim [Youth] | 4:2 | ||||
| 26. Round | 14/06/2009 | 1899 Hoffenheim [Youth] | - | Jahn Regensburg [Youth] | 1:3 |
Germany