1. Round | 11/08/1999 | 1. FC Magdeburg | - | BFC Dynamo | 1:1 | ||||
3. Round | 21/08/1999 | Rot-Weiß Erfurt | - | BFC Dynamo | 1:0 | ||||
4. Round | 24/08/1999 | BFC Dynamo | - | Hertha BSC II | 4:1 | ||||
5. Round | 28/08/1999 | VfL Halle 96 | - | BFC Dynamo | 0:0 | ||||
16. Round | 04/12/1999 | VfB Leipzig | - | BFC Dynamo | 3:0 | ||||
17. Round | 11/12/1999 | BFC Dynamo | - | TeBe Berlin II | 1:2 | ||||
20. Round | 19/02/2000 | BFC Dynamo | - | Rot-Weiß Erfurt | 1:2 |