1. Round | 01/08/1998 | FC Berlin | - | FC Carl Zeiss Jena | 0:0 | ||||
2. Round | 09/08/1998 | FC Carl Zeiss Jena | - | FSV Zwickau | 1:2 | ||||
3. Round | 15/08/1998 | SD Croatia Berlin | - | FC Carl Zeiss Jena | 0:2 | ||||
4. Round | 19/08/1998 | FC Carl Zeiss Jena | - | SV Babelsberg 03 | 1:1 | ||||
5. Round | 22/08/1998 | VfB Leipzig | - | FC Carl Zeiss Jena | 1:0 | ||||
6. Round | 02/09/1998 | FC Carl Zeiss Jena | - | VFC Plauen | 1:1 | ||||
7. Round | 13/09/1998 | Dresdner SC | - | FC Carl Zeiss Jena | 3:0 | ||||
8. Round | 19/09/1998 | FC Carl Zeiss Jena | - | Lok Altmark Stendal | 2:0 | ||||
9. Round | 02/10/1998 | Rot-Weiß Erfurt | - | FC Carl Zeiss Jena | 2:2 | ||||
10. Round | 10/10/1998 | FC Carl Zeiss Jena | - | Erzgebirge Aue | 0:2 | ||||
11. Round | 18/10/1998 | Spandauer SV | - | FC Carl Zeiss Jena | 1:0 | ||||
34. Round | 15/05/1999 | FC Carl Zeiss Jena | - | 1. FC Union Berlin | 1:1 |