| 3. Round | 29/08/1999 | Rot-Weiß Oberhausen | - | SpVgg Greuther Fürth | 3:4 | ||||
| 5. Round | 17/09/1999 | Rot-Weiß Oberhausen | - | VfL Bochum | 3:0 |  |
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| 9. Round | 22/10/1999 | Rot-Weiß Oberhausen | - | Kickers Offenbach | 1:0 | ||||
| 10. Round | 31/10/1999 | Fortuna Köln | - | Rot-Weiß Oberhausen | 0:0 | |
Germany