| 3. Round | 31/08/2008 | Werder Bremen [Youth B] | - | TeBe Berlin [Youth B] | 4:2 | ||||
| 21. Round | 07/09/2008 | Werder Bremen [Youth B] | - | Concordia Hamburg [Youth B] | 5:0 |  |
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| 4. Round | 14/09/2008 | Hannover 96 [Youth B] | - | Werder Bremen [Youth B] | 5:1 | ||||
| 7. Round | 26/10/2008 | Werder Bremen [Youth B] | - | FC St. Pauli [Youth B] | 4:2 | ||||
| 8. Round | 02/11/2008 | Concordia Hamburg [Youth B] | - | Werder Bremen [Youth B] | 3:1 | |
Germany