| 2. Round | 24/08/2008 | 1. FSV Mainz 05 [Youth B] | - | 1899 Hoffenheim [Youth B] | 1:3 | ||||
| 4. Round | 13/09/2008 | 1. FC Saarbrücken [Youth B] | - | 1899 Hoffenheim [Youth B] | 2:1 | ||||
| 6. Round | 03/10/2008 | Eintracht Frankfurt [Youth B] | - | 1899 Hoffenheim [Youth B] | 0:4 | ||||
| 14. Round | 11/10/2008 | TSV 1860 München [Youth B] | - | 1899 Hoffenheim [Youth B] | 0:0 | ||||
| 9. Round | 08/11/2008 | 1899 Hoffenheim [Youth B] | - | VfB Stuttgart [Youth B] | 0:2 | ||||
| 10. Round | 15/11/2008 | SC Freiburg [Youth B] | - | 1899 Hoffenheim [Youth B] | 3:3 |
Germany