| 1. Round | 16/08/2009 | 1. FC Union Berlin [Youth] | - | Holstein Kiel [Youth] | 1:2 | ||||
| 2. Round | 23/08/2009 | Holstein Kiel [Youth] | - | VfL Wolfsburg [Youth] | 2:6 | ||||
| 3. Round | 30/08/2009 | Hamburger SV [Youth] | - | Holstein Kiel [Youth] | 1:3 | ||||
| 4. Round | 13/09/2009 | Holstein Kiel [Youth] | - | Hallescher FC [Youth] | 1:2 | ||||
| 5. Round | 27/09/2009 | Hertha BSC [Youth] | - | Holstein Kiel [Youth] | 3:2 | ||||
| 8. Round | 01/11/2009 | Holstein Kiel [Youth] | - | Rot-Weiß Erfurt [Youth] | 3:0 | ||||
| 9. Round | 08/11/2009 | Holstein Kiel [Youth] | - | Energie Cottbus [Youth] | 2:1 | ||||
| 11. Round | 22/11/2009 | Holstein Kiel [Youth] | - | VfL Osnabrück [Youth] | 2:2 | ||||
| 12. Round | 29/11/2009 | Hansa Rostock [Youth] | - | Holstein Kiel [Youth] | 4:0 |  |
|||
| 13. Round | 06/12/2009 | Holstein Kiel [Youth] | - | FC Carl Zeiss Jena [Youth] | 1:2 |  |
|||
| 26. Round | 13/06/2010 | FC Carl Zeiss Jena [Youth] | - | Holstein Kiel [Youth] | 2:0 |
Germany