| 1. Round | 30/07/1999 | VfR Mannheim | - | FSV Frankfurt | 2:1 | ||||
| 2. Round | 07/08/1999 | FSV Frankfurt | - | Quelle Fürth | 1:0 | ||||
| 3. Round | 15/08/1999 | SC Pfullendorf | - | FSV Frankfurt | 3:2 | ||||
| 4. Round | 20/08/1999 | FSV Frankfurt | - | SV Darmstadt 98 | 3:2 |  |
|||
| 5. Round | 27/08/1999 | Wacker Burghausen | - | FSV Frankfurt | 1:0 | ||||
| 6. Round | 31/08/1999 | FSV Frankfurt | - | Karlsruher SC II | 2:0 | ||||
| 7. Round | 05/09/1999 | TSV 1860 München II | - | FSV Frankfurt | 1:2 | |
|||
| 8. Round | 11/09/1999 | FSV Frankfurt | - | FC Augsburg | 3:0 | ||||
| 21. Round | 04/03/2000 | SV Darmstadt 98 | - | FSV Frankfurt | 1:0 |
Germany