| 1. Round | 17/08/2008 | SpVgg Greuther Fürth [Youth B] | - | Kickers Offenbach [Youth B] | 5:1 |  |
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| 2. Round | 23/08/2008 | Kickers Offenbach [Youth B] | - | Karlsruher SC [Youth B] | 2:4 | |
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| 3. Round | 31/08/2008 | 1899 Hoffenheim [Youth B] | - | Kickers Offenbach [Youth B] | 4:2 | ||||
| 21. Round | 06/09/2008 | Kickers Offenbach [Youth B] | - | 1. FC Kaiserslautern [Youth B] | 0:4 | ||||
| 5. Round | 28/09/2008 | 1. FSV Mainz 05 [Youth B] | - | Kickers Offenbach [Youth B] | 2:0 | ||||
| 6. Round | 05/10/2008 | Kickers Offenbach [Youth B] | - | SSV Ulm 1846 [Youth B] | 1:1 |
Germany