| 2. Round | 23/08/1986 | 1. FC Union Berlin | - | FC Carl Zeiss Jena | 1:3 | ||||
| 3. Round | 30/08/1986 | FC Carl Zeiss Jena | - | BSG Wismut Aue | 1:1 | ||||
| 4. Round | 06/09/1986 | 1. FC Lokomotive Leipzig | - | FC Carl Zeiss Jena | 2:1 |  |
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| 5. Round | 12/09/1986 | FC Carl Zeiss Jena | - | BSG Stahl Brandenburg | 2:0 | ||||
| 6. Round | 26/09/1986 | FC Carl Zeiss Jena | - | BSG Fortschritt Bischofswerda | 3:1 | ||||
| 7. Round | 04/10/1986 | 1. FC Magdeburg | - | FC Carl Zeiss Jena | 1:0 | ||||
| 8. Round | 18/10/1986 | FC Carl Zeiss Jena | - | BFC Dynamo | 0:4 | |
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| 13. Round | 13/12/1986 | Dynamo Dresden | - | FC Carl Zeiss Jena | 1:1 | ||||
| 21. Round | 17/04/1987 | BFC Dynamo | - | FC Carl Zeiss Jena | 3:1 | ||||
| 23. Round | 09/05/1987 | FC Karl-Marx-Stadt | - | FC Carl Zeiss Jena | 0:0 | ||||
| 24. Round | 16/05/1987 | FC Carl Zeiss Jena | - | FC Vorwärts Frankfurt/Oder | 1:0 | ||||
| 25. Round | 23/05/1987 | Rot-Weiß Erfurt | - | FC Carl Zeiss Jena | 0:0 | ||||
| 26. Round | 06/06/1987 | FC Carl Zeiss Jena | - | Dynamo Dresden | 2:1 |
Germany