1. Round | 12/08/1989 | Dynamo Dresden | - | HFC Chemie | 2:0 | ||||
2. Round | 19/08/1989 | BSG Fortschritt Bischofswerda | - | Dynamo Dresden | 0:1 | ||||
3. Round | 01/09/1989 | FC Karl-Marx-Stadt | - | Dynamo Dresden | 1:1 | ||||
4. Round | 09/09/1989 | Dynamo Dresden | - | BSG Wismut Aue | 3:0 | ||||
7. Round | 13/10/1989 | Hansa Rostock | - | Dynamo Dresden | 0:0 | ||||
8. Round | 20/10/1989 | Dynamo Dresden | - | BSG Stahl Brandenburg | 3:2 | ||||
9. Round | 28/10/1989 | BFC Dynamo | - | Dynamo Dresden | 1:1 | ||||
10. Round | 08/11/1989 | Dynamo Dresden | - | 1. FC Magdeburg | 3:1 | ||||
11. Round | 18/11/1989 | Stahl Eisenhüttenstadt | - | Dynamo Dresden | 2:2 | ||||
12. Round | 25/11/1989 | Dynamo Dresden | - | BSG Energie Cottbus | 3:0 | ||||
13. Round | 05/12/1989 | 1. FC Lokomotive Leipzig | - | Dynamo Dresden | 1:1 | ||||
14. Round | 24/02/1990 | HFC Chemie | - | Dynamo Dresden | 2:2 | ||||
15. Round | 03/03/1990 | Dynamo Dresden | - | BSG Fortschritt Bischofswerda | 3:0 | ||||
16. Round | 10/03/1990 | Dynamo Dresden | - | Chemnitzer FC | 2:0 | ||||
17. Round | 17/03/1990 | BSG Wismut Aue | - | Dynamo Dresden | 1:1 | ||||
18. Round | 23/03/1990 | Dynamo Dresden | - | FC Carl Zeiss Jena | 0:4 |