| 17. Round | 17/02/2019 | Werder Bremen [Youth B] | - | 1. FC Union Berlin [Youth B] | 3:1 | ||||
| 19. Round | 02/03/2019 | RB Leipzig [Youth B] | - | 1. FC Union Berlin [Youth B] | 1:0 | ||||
| 20. Round | 10/03/2019 | 1. FC Union Berlin [Youth B] | - | SC Borgfeld [Youth B] | 0:2 | ||||
| 24. Round | 27/04/2019 | 1. FC Union Berlin [Youth B] | - | FC St. Pauli [Youth B] | 0:1 | ||||
| 21. Round | 18/05/2019 | Hamburger SV [Youth B] | - | 1. FC Union Berlin [Youth B] | 4:3 |  |
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| 25. Round | 26/05/2019 | VfL Wolfsburg [Youth B] | - | 1. FC Union Berlin [Youth B] | 3:1 |  |
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| 26. Round | 01/06/2019 | 1. FC Union Berlin [Youth B] | - | Chemnitzer FC [Youth B] | 1:0 |
Germany