| 6. Round | 27/09/2008 | Energie Cottbus II | - | Hamburger SV II | 0:1 | ||||
| 8. Round | 17/10/2008 | Energie Cottbus II | - | VfL Wolfsburg II | 0:1 | ||||
| 9. Round | 25/10/2008 | VFC Plauen | - | Energie Cottbus II | 6:2 | ||||
| 10. Round | 29/10/2008 | Energie Cottbus II | - | Sachsen Leipzig | 1:2 |  |
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| 11. Round | 01/11/2008 | VfB Lübeck | - | Energie Cottbus II | 0:0 | ||||
| 12. Round | 08/11/2008 | Energie Cottbus II | - | SV Wilhelmshaven | 1:0 | ||||
| 13. Round | 14/11/2008 | 1. FC Magdeburg | - | Energie Cottbus II | 3:1 | ||||
| 14. Round | 22/11/2008 | Energie Cottbus II | - | Hansa Rostock II | 1:8 | ||||
| 15. Round | 29/11/2008 | Energie Cottbus II | - | Altona 93 | 1:1 | ||||
| 16. Round | 06/12/2008 | Türkiyemspor Berlin | - | Energie Cottbus II | 1:0 | ||||
| 21. Round | 06/03/2009 | SV Babelsberg 03 | - | Energie Cottbus II | 1:1 |
Germany