1. Round | 11/08/1999 | SV Babelsberg 03 | - | VfB Leipzig | 3:1 | ||||
2. Round | 14/08/1999 | VfB Leipzig | - | TeBe Berlin II | 2:0 | ||||
6. Round | 07/09/1999 | VfB Leipzig | - | Hertha BSC II | 2:1 | ||||
7. Round | 11/09/1999 | VfL Halle 96 | - | VfB Leipzig | 2:1 | ||||
9. Round | 25/09/1999 | Sachsen Leipzig | - | VfB Leipzig | 2:0 | ||||
8. Round | 17/10/1999 | VfB Leipzig | - | Dynamo Dresden | 0:2 dec. |