| 3. Round | 29/08/1999 | 1. FC Nürnberg | - | Fortuna Köln | 2:1 | ||||
| 4. Round | 12/09/1999 | 1. FSV Mainz 05 | - | 1. FC Nürnberg | 1:1 | ||||
| 5. Round | 19/09/1999 | Energie Cottbus | - | 1. FC Nürnberg | 2:0 | ||||
| 9. Round | 22/10/1999 | Alemannia Aachen | - | 1. FC Nürnberg | 3:1 | ||||
| 10. Round | 29/10/1999 | 1. FC Nürnberg | - | FC St. Pauli | 2:2 |
Germany