1. Round | 16/08/1999 | Karlsruher SC | - | VfL Bochum | 1:3 | ||||
2. Round | 20/08/1999 | VfL Bochum | - | Alemannia Aachen | 5:0 | ||||
3. Round | 29/08/1999 | FC St. Pauli | - | VfL Bochum | 0:0 | ||||
4. Round | 13/09/1999 | VfL Bochum | - | 1. FC Köln | 2:3 | ||||
5. Round | 17/09/1999 | Rot-Weiß Oberhausen | - | VfL Bochum | 3:0 | ||||
8. Round | 16/10/1999 | VfL Bochum | - | Energie Cottbus | 2:4 | ||||
30. Round | 06/05/2000 | Fortuna Köln | - | VfL Bochum | 2:3 |