| 8. Round | 19/09/1998 | Chemnitzer FC | - | Spandauer SV | 2:1 | ||||
| 9. Round | 26/09/1998 | Stahl Eisenhüttenstadt | - | Chemnitzer FC | 0:0 | ||||
| 10. Round | 10/10/1998 | Chemnitzer FC | - | Sachsen Leipzig | 2:0 | ||||
| 14. Round | 14/11/1998 | 1. FC Union Berlin | - | Chemnitzer FC | 0:1 | ||||
| 18. Round | 23/01/1999 | Chemnitzer FC | - | SV Babelsberg 03 | 4:0 | ||||
| 34. Round | 15/05/1999 | SD Croatia Berlin | - | Chemnitzer FC | 0:2 |  |
Germany