| 1. Round | 17/08/1985 | Rot-Weiß Erfurt | - | FC Carl Zeiss Jena | 2:2 | ||||
| 2. Round | 24/08/1985 | FC Carl Zeiss Jena | - | BSG Sachsenring Zwickau | 2:0 | ||||
| 3. Round | 31/08/1985 | FC Vorwärts Frankfurt/Oder | - | FC Carl Zeiss Jena | 0:0 | ||||
| 4. Round | 06/09/1985 | FC Karl-Marx-Stadt | - | FC Carl Zeiss Jena | 0:0 | ||||
| 5. Round | 21/09/1985 | FC Carl Zeiss Jena | - | BSG Stahl Riesa | 5:1 | ||||
| 6. Round | 05/10/1985 | 1. FC Union Berlin | - | FC Carl Zeiss Jena | 1:0 | ||||
| 7. Round | 09/10/1985 | FC Carl Zeiss Jena | - | BSG Wismut Aue | 4:1 | ||||
| 19. Round | 29/03/1986 | FC Carl Zeiss Jena | - | 1. FC Union Berlin | 0:0 | ||||
| 16. Round | 02/04/1986 | FC Carl Zeiss Jena | - | FC Vorwärts Frankfurt/Oder | 2:1 | ||||
| 20. Round | 05/04/1986 | BSG Wismut Aue | - | FC Carl Zeiss Jena | 1:1 |  |
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| 17. Round | 16/04/1986 | FC Carl Zeiss Jena | - | FC Karl-Marx-Stadt | 2:0 | |
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| 21. Round | 19/04/1986 | FC Carl Zeiss Jena | - | 1. FC Magdeburg | 1:2 |
Germany