| 2. Round | 24/08/2008 | 1899 Hoffenheim [Youth] | - | TSV 1860 München [Youth] | 2:1 | ||||
| 1. Round | 31/08/2008 | Eintracht Frankfurt [Youth] | - | 1899 Hoffenheim [Youth] | 2:1 | ||||
| 4. Round | 12/09/2008 | 1899 Hoffenheim [Youth] | - | Kickers Offenbach [Youth] | 0:0 | ||||
| 9. Round | 20/09/2008 | VfB Stuttgart [Youth] | - | 1899 Hoffenheim [Youth] | 2:1 | ||||
| 5. Round | 28/09/2008 | FC 08 Villingen [Youth] | - | 1899 Hoffenheim [Youth] | 2:2 | ||||
| 7. Round | 26/10/2008 | SpVgg Unterhaching [Youth] | - | 1899 Hoffenheim [Youth] | 0:4 | ||||
| 8. Round | 02/11/2008 | 1899 Hoffenheim [Youth] | - | Bayern München [Youth] | 0:1 | ||||
| 11. Round | 29/11/2008 | SpVgg Greuther Fürth [Youth] | - | 1899 Hoffenheim [Youth] | 0:0 | ||||
| 12. Round | 07/12/2008 | 1899 Hoffenheim [Youth] | - | Karlsruher SC [Youth] | 1:3 | ||||
| 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 | ||||
| 18. Round | 14/03/2009 | 1899 Hoffenheim [Youth] | - | FC 08 Villingen [Youth] | 5:1 |
Germany