| 2. Round | 23/08/2008 | Eintracht Frankfurt [Youth B] | - | VfB Stuttgart [Youth B] | 1:1 | ||||
| 3. Round | 30/08/2008 | SC Freiburg [Youth B] | - | Eintracht Frankfurt [Youth B] | 2:1 |  |
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| 6. Round | 03/10/2008 | Eintracht Frankfurt [Youth B] | - | 1899 Hoffenheim [Youth B] | 0:4 | ||||
| 21. Round | 08/10/2008 | 1. FSV Mainz 05 [Youth B] | - | Eintracht Frankfurt [Youth B] | 1:1 | ||||
| 10. Round | 16/11/2008 | Eintracht Frankfurt [Youth B] | - | 1. FC Saarbrücken [Youth B] | 2:0 | ||||
| 12. Round | 06/12/2008 | SSV Ulm 1846 [Youth B] | - | Eintracht Frankfurt [Youth B] | 1:1 | |
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| 13. Round | 13/12/2008 | Eintracht Frankfurt [Youth B] | - | 1. FC Nürnberg [Youth B] | 1:2 | ||||
| 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 | ||||
| 24. Round | 24/05/2009 | Eintracht Frankfurt [Youth B] | - | 1. FC Kaiserslautern [Youth B] | 1:0 |
Germany