1. Round | 07/08/1999 | TeBe Berlin II | - | Dresdner SC | 1:4 | ||||
2. Round | 14/08/1999 | Dresdner SC | - | 1. FC Magdeburg | 1:1 | ||||
3. Round | 21/08/1999 | FSV Zwickau | - | Dresdner SC | 0:2 | ||||
5. Round | 28/08/1999 | Hertha BSC II | - | Dresdner SC | 1:1 | ||||
6. Round | 07/09/1999 | Dresdner SC | - | VfL Halle 96 | 3:0 | ||||
7. Round | 11/09/1999 | Dynamo Dresden | - | Dresdner SC | 2:2 | ||||
10. Round | 02/10/1999 | Dresdner SC | - | Lok Altmark Stendal | 2:0 | ||||
11. Round | 16/10/1999 | Erzgebirge Aue | - | Dresdner SC | 4:0 | ||||
12. Round | 23/10/1999 | Dresdner SC | - | FC Carl Zeiss Jena | 2:1 |