| 1. Round | 13/08/1988 | BSG Stahl Brandenburg | - | 1. FC Union Berlin | 2:1 | ||||
| 2. Round | 20/08/1988 | Rot-Weiß Erfurt | - | BSG Stahl Brandenburg | 3:0 | ||||
| 3. Round | 27/08/1988 | BSG Stahl Brandenburg | - | 1. FC Magdeburg | 1:2 | ||||
| 4. Round | 03/09/1988 | Dynamo Dresden | - | BSG Stahl Brandenburg | 3:1 | ||||
| 5. Round | 17/09/1988 | BSG Stahl Brandenburg | - | FC Karl-Marx-Stadt | 2:1 | ||||
| 6. Round | 24/09/1988 | BSG Stahl Brandenburg | - | BSG Sachsenring Zwickau | 5:0 | ||||
| 7. Round | 30/09/1988 | BFC Dynamo | - | BSG Stahl Brandenburg | 2:0 | ||||
| 8. Round | 12/10/1988 | BSG Stahl Brandenburg | - | 1. FC Lokomotive Leipzig | 1:3 | ||||
| 10. Round | 05/11/1988 | BSG Stahl Brandenburg | - | FC Carl Zeiss Jena | 1:0 | ||||
| 11. Round | 11/11/1988 | Hansa Rostock | - | BSG Stahl Brandenburg | 1:0 | ||||
| 12. Round | 19/11/1988 | BSG Stahl Brandenburg | - | HFC Chemie | 3:1 | ||||
| 13. Round | 03/12/1988 | BSG Wismut Aue | - | BSG Stahl Brandenburg | 2:3 | ||||
| 26. Round | 03/06/1989 | BSG Stahl Brandenburg | - | BSG Wismut Aue | 1:4 |
Germany