| 1. Round | 03/08/1996 | 1. FC Union Berlin | - | Reinickendorfer Füchse | 1:0 |  |
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| 2. Round | 10/08/1996 | FSV 90 Velten | - | 1. FC Union Berlin | 0:4 | |
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| 3. Round | 18/08/1996 | 1. FC Union Berlin | - | TeBe Berlin | 0:0 | ||||
| 4. Round | 24/08/1996 | Hertha Zehlendorf | - | 1. FC Union Berlin | 1:2 | ||||
| 5. Round | 31/08/1996 | SC Charlottenburg | - | 1. FC Union Berlin | 0:2 | ||||
| 6. Round | 07/09/1996 | 1. FC Union Berlin | - | Energie Cottbus | 0:4 | ||||
| 7. Round | 15/09/1996 | VFC Plauen | - | 1. FC Union Berlin | 0:0 |  |
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| 8. Round | 22/09/1996 | 1. FC Union Berlin | - | Wacker Nordhausen | 3:1 | ||||
| 9. Round | 28/09/1996 | FC Berlin | - | 1. FC Union Berlin | 0:6 | |
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| 10. Round | 06/10/1996 | 1. FC Union Berlin | - | Lok Altmark Stendal | 0:0 | |
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| 11. Round | 12/10/1996 | Erzgebirge Aue | - | 1. FC Union Berlin | 1:3 | |
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| 12. Round | 19/10/1996 | 1. FC Union Berlin | - | Chemnitzer FC | 1:0 | |
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| 13. Round | 03/11/1996 | Sachsen Leipzig | - | 1. FC Union Berlin | 1:0 | |
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| 14. Round | 09/11/1996 | 1. FC Union Berlin | - | Dynamo Dresden | 0:0 | ||||
| 15. Round | 24/11/1996 | Spandauer SV | - | 1. FC Union Berlin | 1:2 | |
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| 16. Round | 30/11/1996 | 1. FC Union Berlin | - | Rot-Weiß Erfurt | 0:2 |
Germany