1. Round | 01/08/1999 | SG Wattenscheid 09 | - | VfL Bochum II | 2:0 | ||||
2. Round | 08/08/1999 | VfL Bochum II | - | Sportfreunde Siegen | 0:1 | ||||
3. Round | 12/08/1999 | 1. FC Kaiserslautern II | - | VfL Bochum II | 0:4 | ||||
5. Round | 22/08/1999 | LR Ahlen | - | VfL Bochum II | 1:1 | ||||
6. Round | 29/08/1999 | VfL Bochum II | - | Eintracht Trier | 0:2 | ||||
7. Round | 05/09/1999 | SC Paderborn 07 | - | VfL Bochum II | 1:1 | ||||
8. Round | 12/09/1999 | VfL Bochum II | - | SV 07 Elversberg | 4:1 | ||||
9. Round | 18/09/1999 | Borussia Dortmund II | - | VfL Bochum II | 1:5 | ||||
10. Round | 26/09/1999 | VfL Bochum II | - | FK Pirmasens | 3:2 | ||||
11. Round | 02/10/1999 | VfL Bochum II | - | Fortuna Düsseldorf | 1:2 | ||||
12. Round | 10/10/1999 | KFC Uerdingen 05 | - | VfL Bochum II | 3:3 | ||||
14. Round | 24/10/1999 | SC Verl | - | VfL Bochum II | 1:3 | ||||
34. Round | 30/04/2000 | Preußen Münster | - | VfL Bochum II | 4:1 |