| 5. Round | 28/09/2008 | FC 08 Villingen [Youth] | - | 1899 Hoffenheim [Youth] | 2:2 | ||||
| 6. Round | 04/10/2008 | TSV 1860 München [Youth] | - | FC 08 Villingen [Youth] | 2:0 | ||||
| 8. Round | 02/11/2008 | Kickers Offenbach [Youth] | - | FC 08 Villingen [Youth] | 4:0 | ||||
| 14. Round | 15/02/2009 | SC Freiburg [Youth] | - | FC 08 Villingen [Youth] | 5:0 | ||||
| 16. Round | 01/03/2009 | Karlsruher SC [Youth] | - | FC 08 Villingen [Youth] | 2:0 | ||||
| 13. Round | 11/03/2009 | VfB Stuttgart [Youth] | - | FC 08 Villingen [Youth] | 5:1 | ||||
| 22. Round | 26/04/2009 | FC 08 Villingen [Youth] | - | Eintracht Frankfurt [Youth] | 1:0 | ||||
| 12. Round | 01/05/2009 | FC 08 Villingen [Youth] | - | Bayern München [Youth] | 1:1 | ||||
| 24. Round | 10/05/2009 | FC 08 Villingen [Youth] | - | SpVgg Unterhaching [Youth] | 2:1 | ||||
| 15. Round | 21/05/2009 | FC 08 Villingen [Youth] | - | SpVgg Greuther Fürth [Youth] | 0:5 | ||||
| 25. Round | 07/06/2009 | Bayern München [Youth] | - | FC 08 Villingen [Youth] | 7:0 |
Germany