| 1. Ronde | 16.08.2008 | Hertha Zehlendorf [B-jun] | - | FC St. Pauli [B-jun] | 0:1 | ||||
| 2. Ronde | 23.08.2008 | FC St. Pauli [B-jun] | - | Hansa Rostock [B-jun] | 0:1 | ||||
| 3. Ronde | 30.08.2008 | Hertha BSC [B-jun] | - | FC St. Pauli [B-jun] | 6:2 | ||||
| 21. Ronde | 06.09.2008 | TeBe Berlin [B-jun] | - | FC St. Pauli [B-jun] | 2:1 | ||||
| 4. Ronde | 14.09.2008 | FC St. Pauli [B-jun] | - | Hamburger SV [B-jun] | 0:0 | ||||
| 5. Ronde | 27.09.2008 | VfL Osnabrück [B-jun] | - | FC St. Pauli [B-jun] | 2:1 | ||||
| 6. Ronde | 04.10.2008 | FC St. Pauli [B-jun] | - | Rot-Weiß Erfurt [B-jun] | 1:1 |  |
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| 14. Ronde | 12.10.2008 | FC St. Pauli [B-jun] | - | Hertha Zehlendorf [B-jun] | 1:2 | ||||
| 7. Ronde | 26.10.2008 | Werder Bremen [B-jun] | - | FC St. Pauli [B-jun] | 4:2 | ||||
| 13. Ronde | 14.12.2008 | FC St. Pauli [B-jun] | - | Concordia Hamburg [B-jun] | 5:0 | |
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| 18. Ronde | 15.03.2009 | FC St. Pauli [B-jun] | - | VfL Osnabrück [B-jun] | 0:3 |
Duitsland