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 |