| 2. Round | 07/08/1999 | FSV Frankfurt | - | Quelle Fürth | 1:0 |  |
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| 3. Round | 15/08/1999 | SC Pfullendorf | - | FSV Frankfurt | 3:2 | ||||
| 4. Round | 20/08/1999 | FSV Frankfurt | - | SV Darmstadt 98 | 3:2 | ||||
| 8. Round | 11/09/1999 | FSV Frankfurt | - | FC Augsburg | 3:0 | ||||
| 9. Round | 18/09/1999 | Borussia Fulda | - | FSV Frankfurt | 1:2 | ||||
| 10. Round | 26/09/1999 | FSV Frankfurt | - | 1. FC Schweinfurt 05 | 1:1 | ||||
| 13. Round | 16/10/1999 | SV Lohhof | - | FSV Frankfurt | 2:3 | ||||
| 14. Round | 23/10/1999 | FSV Frankfurt | - | TSF Ditzingen | 3:2 | ||||
| 19. Round | 27/11/1999 | Quelle Fürth | - | FSV Frankfurt | 3:2 | ||||
| 18. Round | 12/12/1999 | FSV Frankfurt | - | VfR Mannheim | 2:2 | ||||
| 31. Round | 14/05/2000 | TSF Ditzingen | - | FSV Frankfurt | 2:2 | ||||
| 32. Round | 17/05/2000 | FSV Frankfurt | - | Bayern München II | 2:3 | ||||
| 33. Round | 21/05/2000 | SSV Reutlingen | - | FSV Frankfurt | 3:0 | ||||
| 34. Round | 27/05/2000 | FSV Frankfurt | - | VfB Stuttgart II | 0:2 dec. | |
Germany