| 1. Jornada | 13.08.1999 | Mainz | - | Kickers Offenbach | 1:1 |  |
|||
| 5. Jornada | 17.09.1999 | Karlsruher SC | - | Kickers Offenbach | 1:1 | ||||
| 6. Jornada | 26.09.1999 | Kickers Offenbach | - | Alemannia Aachen | 1:2 | ||||
| 7. Jornada | 01.10.1999 | FC St. Pauli | - | Kickers Offenbach | 1:1 | ||||
| 8. Jornada | 15.10.1999 | Kickers Offenbach | - | Colonia | 0:1 | |
|||
| 9. Jornada | 22.10.1999 | Rot-Weiß Oberhausen | - | Kickers Offenbach | 1:0 | ||||
| 10. Jornada | 31.10.1999 | Kickers Offenbach | - | SpVgg Greuther Fürth | 1:0 | ||||
| 11. Jornada | 07.11.1999 | Stuttgarter Kickers | - | Kickers Offenbach | 2:1 |  |
|||
| 13. Jornada | 28.11.1999 | TeBe Berlin | - | Kickers Offenbach | 0:0 | ||||
| 14. Jornada | 03.12.1999 | Kickers Offenbach | - | Bor. Mönchengladbach | 1:1 | ||||
| 15. Jornada | 12.12.1999 | Kickers Offenbach | - | Waldhof Mannheim | 1:1 | ||||
| 16. Jornada | 15.12.1999 | Energie Cottbus | - | Kickers Offenbach | 5:0 | ||||
| 17. Jornada | 19.12.1999 | Kickers Offenbach | - | Fortuna Köln | 4:3 | ||||
| 24. Jornada | 24.03.2000 | Kickers Offenbach | - | FC St. Pauli | 0:1 | ||||
| 25. Jornada | 01.04.2000 | Colonia | - | Kickers Offenbach | 1:1 |  |
|
Alemania