| 1. Round | 16/08/1986 | BSG Motor Nordhausen | - | FC Carl Zeiss Jena II | 1:1 | ||||
| 2. Round | 19/08/1986 | FC Carl Zeiss Jena II | - | BSG Chemie Ilmenau | 1:0 | ||||
| 3. Round | 23/08/1986 | BSG Motor Weimar | - | FC Carl Zeiss Jena II | 2:0 | ||||
| 7. Round | 13/09/1986 | BSG Motor Grimma | - | FC Carl Zeiss Jena II | 0:0 | ||||
| 8. Round | 19/09/1986 | FC Carl Zeiss Jena II | - | BSG Chemie Buna Schkopau | 1:5 | ||||
| 9. Round | 27/09/1986 | BSG Kali Werra Tiefenort | - | FC Carl Zeiss Jena II | 2:0 | ||||
| 10. Round | 05/10/1986 | FC Carl Zeiss Jena II | - | BSG Glückauf Sondershausen | 4:0 |  |
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| 11. Round | 19/10/1986 | BSG Motor Suhl | - | FC Carl Zeiss Jena II | 3:0 | ||||
| 12. Round | 25/10/1986 | Dynamo Dresden II | - | FC Carl Zeiss Jena II | 0:3 dec. |  |
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| 13. Round | 01/11/1986 | FC Carl Zeiss Jena II | - | BSG Wismut Gera | 2:2 | ||||
| 14. Round | 14/11/1986 | TSG Chemie Markkleeberg | - | FC Carl Zeiss Jena II | 2:0 | ||||
| 15. Round | 22/11/1986 | FC Carl Zeiss Jena II | - | SG Dynamo Eisleben | 0:0 | |
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| 16. Round | 29/11/1986 | HFC Chemie | - | FC Carl Zeiss Jena II | 2:2 | ||||
| 17. Round | 13/12/1986 | FC Carl Zeiss Jena II | - | BSG Aktivist Schwarze Pumpe Hoyerswerda | 0:0 |
Germany