| 6. Ronde | 05.10.2008 | 1. FC Union Berlin [A-jun] | - | Hamburger SV [A-jun] | 0:2 | ||||
| 9. Ronde | 09.11.2008 | Werder Bremen [A-jun] | - | 1. FC Union Berlin [A-jun] | 4:1 | ||||
| 10. Ronde | 16.11.2008 | 1. FC Union Berlin [A-jun] | - | Chemnitzer FC [A-jun] | 0:0 | ||||
| 11. Ronde | 30.11.2008 | Hannover 96 [A-jun] | - | 1. FC Union Berlin [A-jun] | 1:0 | ||||
| 12. Ronde | 06.12.2008 | 1. FC Union Berlin [A-jun] | - | Energie Cottbus [A-jun] | 2:3 |
Duitsland