1. Round | 11/08/1999 | SV Babelsberg 03 | - | VfB Leipzig | 3:1 | ||||
2. Round | 14/08/1999 | VfB Leipzig | - | TeBe Berlin II | 2:0 | ||||
3. Round | 20/08/1999 | 1. FC Magdeburg | - | VfB Leipzig | 0:1 | ||||
4. Round | 25/08/1999 | VfB Leipzig | - | FSV Zwickau | 0:0 | ||||
5. Round | 28/08/1999 | Rot-Weiß Erfurt | - | VfB Leipzig | 1:0 | ||||
6. Round | 07/09/1999 | VfB Leipzig | - | Hertha BSC II | 2:1 | ||||
7. Round | 11/09/1999 | VfL Halle 96 | - | VfB Leipzig | 2:1 |