| 1. Round | 16/08/2008 | Hertha BSC [Youth] | - | Energie Cottbus [Youth] | 2:1 |  |
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| 2. Round | 24/08/2008 | Energie Cottbus [Youth] | - | Hamburger SV [Youth] | 1:4 | ||||
| 3. Round | 30/08/2008 | FC Carl Zeiss Jena [Youth] | - | Energie Cottbus [Youth] | 4:0 | ||||
| 5. Round | 28/09/2008 | Werder Bremen [Youth] | - | Energie Cottbus [Youth] | 0:2 | ||||
| 6. Round | 05/10/2008 | Energie Cottbus [Youth] | - | Chemnitzer FC [Youth] | 3:0 | ||||
| 7. Round | 25/10/2008 | Hannover 96 [Youth] | - | Energie Cottbus [Youth] | 4:2 | ||||
| 8. Round | 01/11/2008 | Energie Cottbus [Youth] | - | FC St. Pauli [Youth] | 1:0 | ||||
| 9. Round | 09/11/2008 | Energie Cottbus [Youth] | - | VfL Osnabrück [Youth] | 2:0 | |
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| 10. Round | 16/11/2008 | VfL Wolfsburg [Youth] | - | Energie Cottbus [Youth] | 0:2 | ||||
| 11. Round | 30/11/2008 | Energie Cottbus [Youth] | - | Eintracht Braunschweig [Youth] | 1:0 | ||||
| 25. Round | 07/06/2009 | Energie Cottbus [Youth] | - | 1. FC Union Berlin [Youth] | 0:0 |
Germany