| 3. Round | 30/08/2008 | SC Freiburg [Youth B] | - | Eintracht Frankfurt [Youth B] | 2:1 | ||||
| 4. Round | 14/09/2008 | Eintracht Frankfurt [Youth B] | - | SpVgg Greuther Fürth [Youth B] | 1:1 | ||||
| 5. Round | 28/09/2008 | Karlsruher SC [Youth B] | - | Eintracht Frankfurt [Youth B] | 0:0 |  |
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| 14. Round | 11/10/2008 | Eintracht Frankfurt [Youth B] | - | Bayern München [Youth B] | 0:3 | ||||
| 7. Round | 25/10/2008 | TSV 1860 München [Youth B] | - | Eintracht Frankfurt [Youth B] | 3:3 | ||||
| 8. Round | 01/11/2008 | Eintracht Frankfurt [Youth B] | - | 1. FSV Mainz 05 [Youth B] | 4:2 | ||||
| 17. Round | 07/03/2009 | SpVgg Greuther Fürth [Youth B] | - | Eintracht Frankfurt [Youth B] | 0:0 | ||||
| 18. Round | 15/03/2009 | Eintracht Frankfurt [Youth B] | - | Karlsruher SC [Youth B] | 2:1 | ||||
| 19. Round | 21/03/2009 | 1899 Hoffenheim [Youth B] | - | Eintracht Frankfurt [Youth B] | 2:2 | ||||
| 22. Round | 25/04/2009 | Eintracht Frankfurt [Youth B] | - | Kickers Offenbach [Youth B] | 2:3 | ||||
| 26. Round | 14/06/2009 | 1. FC Nürnberg [Youth B] | - | Eintracht Frankfurt [Youth B] | 0:3 |  |
Germany