5. Round | 28/08/1999 | Hertha BSC II | - | Dresdner SC | 1:1 | ||||
6. Round | 07/09/1999 | Dresdner SC | - | VfL Halle 96 | 3:0 | ||||
8. Round | 18/09/1999 | Dresdner SC | - | Sachsen Leipzig | 4:0 | ||||
9. Round | 26/09/1999 | VFC Plauen | - | Dresdner SC | 3:1 | ||||
10. Round | 02/10/1999 | Dresdner SC | - | Lok Altmark Stendal | 2:0 | ||||
11. Round | 16/10/1999 | Erzgebirge Aue | - | Dresdner SC | 4:0 | ||||
13. Round | 06/11/1999 | 1. FC Union Berlin | - | Dresdner SC | 1:0 | ||||
14. Round | 13/11/1999 | Dresdner SC | - | Stahl Eisenhüttenstadt | 3:1 | ||||
15. Round | 20/11/1999 | Dresdner SC | - | BFC Dynamo | 2:1 | ||||
17. Round | 11/12/1999 | Dresdner SC | - | VfB Leipzig | 0:2 | ||||
30. Round | 29/04/2000 | Dresdner SC | - | 1. FC Union Berlin | 1:2 |