1. Round | 11/08/1999 | VfL Halle 96 | - | Erzgebirge Aue | 1:3 | ||||
2. Round | 15/08/1999 | FC Carl Zeiss Jena | - | VfL Halle 96 | 1:1 | ||||
3. Round | 21/08/1999 | VfL Halle 96 | - | 1. FC Union Berlin | 1:1 | ||||
4. Round | 24/08/1999 | Stahl Eisenhüttenstadt | - | VfL Halle 96 | 1:2 | ||||
5. Round | 28/08/1999 | VfL Halle 96 | - | BFC Dynamo | 0:0 | ||||
6. Round | 07/09/1999 | Dresdner SC | - | VfL Halle 96 | 3:0 | ||||
7. Round | 11/09/1999 | VfL Halle 96 | - | VfB Leipzig | 2:1 | ||||
19. Round | 12/02/2000 | VfL Halle 96 | - | FC Carl Zeiss Jena | 0:6 | ||||
20. Round | 20/02/2000 | 1. FC Union Berlin | - | VfL Halle 96 | 2:2 | ||||
22. Round | 04/03/2000 | BFC Dynamo | - | VfL Halle 96 | 2:0 | ||||
23. Round | 11/03/2000 | VfL Halle 96 | - | Dresdner SC | 0:3 | ||||
25. Round | 25/03/2000 | VfL Halle 96 | - | TeBe Berlin II | 0:5 | ||||
26. Round | 02/04/2000 | 1. FC Magdeburg | - | VfL Halle 96 | 1:1 | ||||
21. Round | 06/04/2000 | VfL Halle 96 | - | Stahl Eisenhüttenstadt | 1:1 | ||||
27. Round | 11/04/2000 | VfL Halle 96 | - | FSV Zwickau | 4:2 |