1. Ronde | 10.08.1999 | Hertha BSC II | - | FC Carl Zeiss Jena | 1:1 | ||||
2. Ronde | 15.08.1999 | FC Carl Zeiss Jena | - | VfL Halle 96 | 1:1 | ||||
3. Ronde | 20.08.1999 | Dynamo Dresden | - | FC Carl Zeiss Jena | 1:0 | ||||
4. Ronde | 25.08.1999 | FC Carl Zeiss Jena | - | Sachsen Leipzig | 0:0 | ||||
5. Ronde | 29.08.1999 | VFC Plauen | - | FC Carl Zeiss Jena | 1:1 | ||||
6. Ronde | 07.09.1999 | FC Carl Zeiss Jena | - | Lok Altmark Stendal | 2:1 | ||||
7. Ronde | 11.09.1999 | Erzgebirge Aue | - | FC Carl Zeiss Jena | 1:2 | ||||
8. Ronde | 18.09.1999 | FC Carl Zeiss Jena | - | SV Babelsberg 03 | 1:2 | ||||
9. Ronde | 25.09.1999 | FC Carl Zeiss Jena | - | 1. FC Union Berlin | 0:1 | ||||
10. Ronde | 02.10.1999 | Stahl Eisenhüttenstadt | - | FC Carl Zeiss Jena | 2:1 |