1. Round 17/08/2008 SpVgg Greuther Fürth [Youth B] - Kickers Offenbach [Youth B] 5:1
2. Round 23/08/2008 Kickers Offenbach [Youth B] - Karlsruher SC [Youth B] 2:4
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
4. Round 14/09/2008 Kickers Offenbach [Youth B] - TSV 1860 München [Youth B] 1:4
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
14. Round 11/10/2008 Kickers Offenbach [Youth B] - SpVgg Greuther Fürth [Youth B] 5:4
7. Round 26/10/2008 Kickers Offenbach [Youth B] - 1. FC Saarbrücken [Youth B] 1:2
8. Round 01/11/2008 1. FC Kaiserslautern [Youth B] - Kickers Offenbach [Youth B] 3:0
9. Round 09/11/2008 Kickers Offenbach [Youth B] - Eintracht Frankfurt [Youth B] 1:1 yellow card
10. Round 16/11/2008 1. FC Nürnberg [Youth B] - Kickers Offenbach [Youth B] 2:1
11. Round 30/11/2008 Kickers Offenbach [Youth B] - Bayern München [Youth B] 2:3
12. Round 06/12/2008 VfB Stuttgart [Youth B] - Kickers Offenbach [Youth B] 4:0
13. Round 14/12/2008 Kickers Offenbach [Youth B] - SC Freiburg [Youth B] 0:2
17. Round 07/03/2009 TSV 1860 München [Youth B] - Kickers Offenbach [Youth B] 1:0
18. Round 15/03/2009 Kickers Offenbach [Youth B] - 1. FSV Mainz 05 [Youth B] 1:2
19. Round 22/03/2009 SSV Ulm 1846 [Youth B] - Kickers Offenbach [Youth B] 2:1
16. Round 29/03/2009 Kickers Offenbach [Youth B] - 1899 Hoffenheim [Youth B] 0:1
20. Round 05/04/2009 1. FC Saarbrücken [Youth B] - Kickers Offenbach [Youth B] 0:2
22. Round 25/04/2009 Eintracht Frankfurt [Youth B] - Kickers Offenbach [Youth B] 2:3
24. Round 23/05/2009 Bayern München [Youth B] - Kickers Offenbach [Youth B] 2:1
23. Round 04/06/2009 Kickers Offenbach [Youth B] - 1. FC Nürnberg [Youth B] 3:4 yellow card
25. Round 07/06/2009 Kickers Offenbach [Youth B] - VfB Stuttgart [Youth B] 1:2
26. Round 14/06/2009 SC Freiburg [Youth B] - Kickers Offenbach [Youth B] 6:3