1. Round | 01/08/1998 | FSV Zwickau | - | 1. FC Union Berlin | 1:0 | ||||
2. Round | 09/08/1998 | 1. FC Union Berlin | - | SD Croatia Berlin | 2:0 | ||||
3. Round | 15/08/1998 | SV Babelsberg 03 | - | 1. FC Union Berlin | 0:4 | ||||
6. Round | 29/08/1998 | 1. FC Union Berlin | - | Dresdner SC | 3:0 | ||||
7. Round | 13/09/1998 | Lok Altmark Stendal | - | 1. FC Union Berlin | 1:0 | ||||
8. Round | 20/09/1998 | 1. FC Union Berlin | - | Rot-Weiß Erfurt | 2:0 | ||||
9. Round | 26/09/1998 | Erzgebirge Aue | - | 1. FC Union Berlin | 1:1 | ||||
10. Round | 10/10/1998 | 1. FC Union Berlin | - | Spandauer SV | 0:0 | ||||
11. Round | 17/10/1998 | Stahl Eisenhüttenstadt | - | 1. FC Union Berlin | 0:2 | ||||
12. Round | 24/10/1998 | 1. FC Union Berlin | - | Sachsen Leipzig | 4:1 | ||||
32. Round | 05/05/1999 | 1. FC Magdeburg | - | 1. FC Union Berlin | 3:2 | ||||
33. Round | 08/05/1999 | 1. FC Union Berlin | - | FC Berlin | 0:2 | ||||
34. Round | 15/05/1999 | FC Carl Zeiss Jena | - | 1. FC Union Berlin | 1:1 |