1. Round | 11/08/1999 | Sachsen Leipzig | - | VFC Plauen | 2:1 | ||||
2. Round | 15/08/1999 | Lok Altmark Stendal | - | Sachsen Leipzig | 2:3 | ||||
3. Round | 21/08/1999 | Sachsen Leipzig | - | Erzgebirge Aue | 4:0 | ||||
4. Round | 25/08/1999 | FC Carl Zeiss Jena | - | Sachsen Leipzig | 0:0 | ||||
5. Round | 28/08/1999 | Sachsen Leipzig | - | 1. FC Union Berlin | 0:0 | ||||
13. Round | 06/11/1999 | Sachsen Leipzig | - | Rot-Weiß Erfurt | 3:0 | ||||
14. Round | 13/11/1999 | Hertha BSC II | - | Sachsen Leipzig | 1:1 | ||||
16. Round | 04/12/1999 | Dynamo Dresden | - | Sachsen Leipzig | 0:1 | ||||
17. Round | 11/12/1999 | Sachsen Leipzig | - | SV Babelsberg 03 | 2:1 | ||||
19. Round | 13/02/2000 | Sachsen Leipzig | - | Lok Altmark Stendal | 2:0 | ||||
20. Round | 19/02/2000 | Erzgebirge Aue | - | Sachsen Leipzig | 4:2 | ||||
24. Round | 18/03/2000 | BFC Dynamo | - | Sachsen Leipzig | 0:0 | ||||
31. Round | 06/05/2000 | Sachsen Leipzig | - | Hertha BSC II | 1:2 |