| 21. Round | 13/02/1999 | Dresdner SC | - | Chemnitzer FC | 0:4 | ||||
| 22. Round | 23/02/1999 | 1. FC Magdeburg | - | Dresdner SC | 4:0 | ||||
| 24. Round | 06/03/1999 | FC Carl Zeiss Jena | - | Dresdner SC | 1:1 |  |
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| 26. Round | 27/03/1999 | SD Croatia Berlin | - | Dresdner SC | 0:2 | ||||
| 27. Round | 01/04/1999 | Dresdner SC | - | SV Babelsberg 03 | 1:1 | ||||
| 28. Round | 05/04/1999 | VfB Leipzig | - | Dresdner SC | 2:1 | ||||
| 29. Round | 10/04/1999 | Dresdner SC | - | VFC Plauen | 0:2 | ||||
| 31. Round | 25/04/1999 | Lok Altmark Stendal | - | Dresdner SC | 1:2 | ||||
| 33. Round | 08/05/1999 | Erzgebirge Aue | - | Dresdner SC | 1:1 | ||||
| 34. Round | 15/05/1999 | Dresdner SC | - | Spandauer SV | 2:1 |
Germany