8. Round | 19/09/1999 | 1. FC Magdeburg | - | Hertha BSC II | 3:0 | ||||
9. Round | 24/09/1999 | Hertha BSC II | - | FSV Zwickau | 4:1 | ||||
10. Round | 03/10/1999 | Rot-Weiß Erfurt | - | Hertha BSC II | 1:0 | ||||
13. Round | 06/11/1999 | Dynamo Dresden | - | Hertha BSC II | 2:3 | ||||
15. Round | 21/11/1999 | VFC Plauen | - | Hertha BSC II | 5:0 | ||||
16. Round | 05/12/1999 | Hertha BSC II | - | Lok Altmark Stendal | 1:1 | ||||
17. Round | 11/12/1999 | Erzgebirge Aue | - | Hertha BSC II | 2:1 | ||||
18. Round | 05/02/2000 | FC Carl Zeiss Jena | - | Hertha BSC II | 3:1 | ||||
20. Round | 20/02/2000 | Stahl Eisenhüttenstadt | - | Hertha BSC II | 2:0 |