| 2. Round | 22/08/1999 | Rot-Weiß Oberhausen | - | Energie Cottbus | 0:4 | ||||
| 4. Round | 12/09/1999 | Stuttgarter Kickers | - | Rot-Weiß Oberhausen | 2:2 | ||||
| 5. Round | 17/09/1999 | Rot-Weiß Oberhausen | - | VfL Bochum | 3:0 | ||||
| 7. Round | 03/10/1999 | Rot-Weiß Oberhausen | - | Bor. Mönchengladbach | 1:1 |
Germany