| 1. Round | 14/08/1965 | Dynamo Dresden | - | BSG Chemie Leipzig | 1:1 | ||||
| 2. Round | 18/08/1965 | Dynamo Dresden | - | SC Turbine Erfurt | 4:0 | ||||
| 3. Round | 21/08/1965 | BSG Motor Zwickau | - | Dynamo Dresden | 0:2 | ||||
| 4. Round | 25/08/1965 | Dynamo Dresden | - | 1. FC Magdeburg | 2:1 | ||||
| 5. Round | 11/09/1965 | ASK Vorwärts Berlin | - | Dynamo Dresden | 4:1 | ||||
| 11. Round | 27/11/1965 | BSG Wismut Aue | - | Dynamo Dresden | 1:0 | ||||
| 17. Round | 05/03/1966 | 1. FC Magdeburg | - | Dynamo Dresden | 2:1 | ||||
| 21. Round | 08/04/1966 | 1. FC Lokomotive Leipzig | - | Dynamo Dresden | 0:0 | ||||
| 22. Round | 11/04/1966 | Dynamo Dresden | - | FC Carl Zeiss Jena | 1:0 | ||||
| 23. Round | 16/04/1966 | BSG Lokomotive Stendal | - | Dynamo Dresden | 2:0 | ||||
| 24. Round | 04/05/1966 | Dynamo Dresden | - | BSG Wismut Aue | 2:0 |  |
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| 25. Round | 07/05/1966 | BFC Dynamo | - | Dynamo Dresden | 1:2 | ||||
| 26. Round | 14/05/1966 | Dynamo Dresden | - | Hansa Rostock | 0:3 |
Germany