| 17. Round | 08/03/2009 | Hertha BSC [Youth B] | - | Concordia Hamburg [Youth B] | 4:3 | ||||
| 18. Round | 14/03/2009 | Hertha Zehlendorf [Youth B] | - | Hertha BSC [Youth B] | 0:1 | ||||
| 19. Round | 22/03/2009 | Hertha BSC [Youth B] | - | Hansa Rostock [Youth B] | 3:1 | ||||
| 20. Round | 04/04/2009 | Hertha BSC [Youth B] | - | VfL Wolfsburg [Youth B] | 0:5 | ||||
| 22. Round | 25/04/2009 | Hertha BSC [Youth B] | - | VfL Osnabrück [Youth B] | 5:1 | ||||
| 23. Round | 17/05/2009 | Rot-Weiß Erfurt [Youth B] | - | Hertha BSC [Youth B] | 2:1 | ||||
| 25. Round | 07/06/2009 | TeBe Berlin [Youth B] | - | Hertha BSC [Youth B] | 1:1 | ||||
| 26. Round | 14/06/2009 | Hertha BSC [Youth B] | - | Hannover 96 [Youth B] | 5:0 |  |
Germany
Turkey