1. Round | 11/08/1999 | 1. FC Magdeburg | - | BFC Dynamo | 1:1 | ||||
2. Round | 14/08/1999 | BFC Dynamo | - | FSV Zwickau | 6:1 | ||||
4. Round | 24/08/1999 | BFC Dynamo | - | Hertha BSC II | 4:1 | ||||
7. Round | 12/09/1999 | Sachsen Leipzig | - | BFC Dynamo | 2:1 | ||||
8. Round | 18/09/1999 | BFC Dynamo | - | VFC Plauen | 1:0 | ||||
9. Round | 25/09/1999 | Lok Altmark Stendal | - | BFC Dynamo | 5:3 | ||||
10. Round | 02/10/1999 | BFC Dynamo | - | Erzgebirge Aue | 0:1 | ||||
13. Round | 06/11/1999 | Stahl Eisenhüttenstadt | - | BFC Dynamo | 1:0 | ||||
14. Round | 13/11/1999 | BFC Dynamo | - | SV Babelsberg 03 | 1:3 | ||||
15. Round | 20/11/1999 | Dresdner SC | - | BFC Dynamo | 2:1 | ||||
16. Round | 04/12/1999 | VfB Leipzig | - | BFC Dynamo | 3:0 | ||||
17. Round | 11/12/1999 | BFC Dynamo | - | TeBe Berlin II | 1:2 |