1. Round 13/08/1999 1. FSV Mainz 05 - Kickers Offenbach 1:1
2. Round 23/08/1999 Kickers Offenbach - 1. FC Nürnberg 1:3
3. Round 27/08/1999 Chemnitzer FC - Kickers Offenbach 3:0
5. Round 17/09/1999 Karlsruher SC - Kickers Offenbach 1:1
6. Round 26/09/1999 Kickers Offenbach - Alemannia Aachen 1:2
7. Round 01/10/1999 FC St. Pauli - Kickers Offenbach 1:1 yellow card
8. Round 15/10/1999 Kickers Offenbach - 1. FC Köln 0:1
11. Round 07/11/1999 Stuttgarter Kickers - Kickers Offenbach 2:1
12. Round 19/11/1999 Kickers Offenbach - VfL Bochum 2:1
13. Round 28/11/1999 TeBe Berlin - Kickers Offenbach 0:0
14. Round 03/12/1999 Kickers Offenbach - Bor. Mönchengladbach 1:1
15. Round 12/12/1999 Kickers Offenbach - Waldhof Mannheim 1:1
16. Round 15/12/1999 Energie Cottbus - Kickers Offenbach 5:0
18. Round 12/02/2000 Kickers Offenbach - 1. FSV Mainz 05 2:2
20. Round 25/02/2000 Kickers Offenbach - Chemnitzer FC 2:0
22. Round 11/03/2000 Kickers Offenbach - Karlsruher SC 1:0
23. Round 19/03/2000 Alemannia Aachen - Kickers Offenbach 2:1
24. Round 24/03/2000 Kickers Offenbach - FC St. Pauli 0:1
25. Round 01/04/2000 1. FC Köln - Kickers Offenbach 1:1 yellow card
26. Round 09/04/2000 Kickers Offenbach - Rot-Weiß Oberhausen 2:1
27. Round 16/04/2000 SpVgg Greuther Fürth - Kickers Offenbach 1:1
28. Round 23/04/2000 Kickers Offenbach - Stuttgarter Kickers 0:4
29. Round 28/04/2000 VfL Bochum - Kickers Offenbach 6:1 yellow card
30. Round 07/05/2000 Kickers Offenbach - TeBe Berlin 2:1 yellow card
31. Round 14/05/2000 Bor. Mönchengladbach - Kickers Offenbach 1:0
32. Round 18/05/2000 Waldhof Mannheim - Kickers Offenbach 2:3
33. Round 21/05/2000 Kickers Offenbach - Energie Cottbus 1:2