 |
 |
| Oberliga | 22/02/1969 | 1. FC Union Berlin | - | BSG Sachsenring Zwickau | 2:3 | 7.000 |
| Oberliga | 12/03/1969 | 1. FC Union Berlin | - | Rot-Weiß Erfurt | 2:0 | 5.000 |
| Oberliga | 19/03/1969 | 1. FC Union Berlin | - | BSG Chemie Leipzig | 1:1 | 4.000 |
| Oberliga | 05/04/1969 | 1. FC Union Berlin | - | BSG Wismut Aue | 2:1 | 7.000 |
| Oberliga | 26/04/1969 | 1. FC Union Berlin | - | FC Carl Zeiss Jena | 1:2 | 10.000 |
| Oberliga | 17/05/1969 | 1. FC Union Berlin | - | 1. FC Lokomotive Leipzig | 1:1 | 8.000 |
| FDGB-Pokal | 04/10/1969 | 1. FC Union Berlin | - | Stahl Eisenhüttenstadt | 2:0 | 6.000 |
| FDGB-Pokal | 29/11/1969 | 1. FC Union Berlin | - | FC Karl-Marx-Stadt | 0:6 | 3.000 |
Germany