| 3. Round | 30/08/1986 | BSG Fortschritt Bischofswerda | - | 1. FC Union Berlin | 2:1 | ||||
| 1. Round | 03/09/1986 | 1. FC Union Berlin | - | 1. FC Lokomotive Leipzig | 0:1 | ||||
| 4. Round | 06/09/1986 | 1. FC Union Berlin | - | 1. FC Magdeburg | 2:1 | ||||
| 6. Round | 27/09/1986 | 1. FC Union Berlin | - | BSG Energie Cottbus | 1:1 | ||||
| 9. Round | 31/10/1986 | Rot-Weiß Erfurt | - | 1. FC Union Berlin | 1:0 | ||||
| 12. Round | 25/11/1986 | BSG Stahl Brandenburg | - | 1. FC Union Berlin | 1:2 | ||||
| 13. Round | 13/12/1986 | 1. FC Union Berlin | - | BSG Wismut Aue | 0:0 | ||||
| 14. Round | 27/02/1987 | 1. FC Lokomotive Leipzig | - | 1. FC Union Berlin | 2:2 | ||||
| 15. Round | 07/03/1987 | FC Carl Zeiss Jena | - | 1. FC Union Berlin | 3:1 | ||||
| 19. Round | 04/04/1987 | BSG Energie Cottbus | - | 1. FC Union Berlin | 2:1 | ||||
| 20. Round | 11/04/1987 | 1. FC Union Berlin | - | FC Karl-Marx-Stadt | 4:2 |  |
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| 23. Round | 09/05/1987 | Dynamo Dresden | - | 1. FC Union Berlin | 5:0 | ||||
| 24. Round | 16/05/1987 | 1. FC Union Berlin | - | BSG Stahl Riesa | 0:0 |
Germany