14. Round | 15/02/1969 | Hansa Rostock | - | 1. FC Union Berlin | 1:1 | ||||
15. Round | 22/02/1969 | 1. FC Union Berlin | - | BSG Sachsenring Zwickau | 2:3 | ||||
16. Round | 01/03/1969 | BSG Stahl Riesa | - | 1. FC Union Berlin | 1:0 | ||||
17. Round | 12/03/1969 | 1. FC Union Berlin | - | Rot-Weiß Erfurt | 2:0 | ||||
18. Round | 15/03/1969 | FC Karl-Marx-Stadt | - | 1. FC Union Berlin | 2:2 | ![]() |
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19. Round | 19/03/1969 | 1. FC Union Berlin | - | BSG Chemie Leipzig | 1:1 | ||||
20. Round | 02/04/1969 | 1. FC Magdeburg | - | 1. FC Union Berlin | 2:1 | ||||
21. Round | 05/04/1969 | 1. FC Union Berlin | - | BSG Wismut Aue | 2:1 | ![]() |
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22. Round | 19/04/1969 | HFC Chemie | - | 1. FC Union Berlin | 0:2 | ||||
23. Round | 26/04/1969 | 1. FC Union Berlin | - | FC Carl Zeiss Jena | 1:2 | ||||
24. Round | 03/05/1969 | BFC Dynamo | - | 1. FC Union Berlin | 1:1 | ||||
25. Round | 10/05/1969 | FC Vorwärts Berlin | - | 1. FC Union Berlin | 2:0 | ||||
26. Round | 17/05/1969 | 1. FC Union Berlin | - | 1. FC Lokomotive Leipzig | 1:1 |