| 1. Round | 13/08/2023 | VfL Osnabrück [Youth] | - | 1. FC Union Berlin [Youth] | 0:0 | ||||
| 7. Round | 30/09/2023 | SV Meppen [Youth] | - | 1. FC Union Berlin [Youth] | 1:1 | ||||
| 8. Round | 21/10/2023 | Werder Bremen [Youth] | - | 1. FC Union Berlin [Youth] | 0:4 |  |
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| 9. Round | 29/10/2023 | 1. FC Union Berlin [Youth] | - | FC St. Pauli [Youth] | 3:1 | ||||
| 11. Round | 12/11/2023 | 1. FC Union Berlin [Youth] | - | VfL Wolfsburg [Youth] | 1:0 | ||||
| 13. Round | 27/01/2024 | 1. FC Union Berlin [Youth] | - | FC Carl Zeiss Jena [Youth] | 4:2 | |
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| 26. Round | 11/05/2024 | FC Carl Zeiss Jena [Youth] | - | 1. FC Union Berlin [Youth] | 1:2 |
Germany