1. Round | 07/08/1999 | TeBe Berlin II | - | Dresdner SC | 1:4 | ||||
2. Round | 14/08/1999 | VfB Leipzig | - | TeBe Berlin II | 2:0 | ||||
3. Round | 21/08/1999 | SV Babelsberg 03 | - | TeBe Berlin II | 3:2 | ||||
4. Round | 24/08/1999 | TeBe Berlin II | - | 1. FC Magdeburg | 1:3 | ||||
5. Round | 28/08/1999 | FSV Zwickau | - | TeBe Berlin II | 1:3 | ||||
6. Round | 07/09/1999 | TeBe Berlin II | - | Rot-Weiß Erfurt | 3:2 | ||||
7. Round | 12/09/1999 | Hertha BSC II | - | TeBe Berlin II | 3:2 |