| 1. Round | 05/08/2023 | Dynamo Dresden [Youth B] | - | RB Leipzig [Youth B] | 1:4 |  |
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| 2. Round | 12/08/2023 | FC Viktoria 1889 Berlin [Youth B] | - | Dynamo Dresden [Youth B] | 2:3 | ||||
| 3. Round | 16/08/2023 | Dynamo Dresden [Youth B] | - | Holstein Kiel [Youth B] | 2:0 | ||||
| 4. Round | 20/08/2023 | Blumenthaler SV [Youth B] | - | Dynamo Dresden [Youth B] | 1:2 | ||||
| 5. Round | 26/08/2023 | Werder Bremen [Youth B] | - | Dynamo Dresden [Youth B] | 1:2 | ||||
| 6. Round | 02/09/2023 | Dynamo Dresden [Youth B] | - | Energie Cottbus [Youth B] | 1:0 | |
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| 8. Round | 23/09/2023 | Dynamo Dresden [Youth B] | - | Hamburger SV [Youth B] | 2:2 | ||||
| 10. Round | 08/10/2023 | Dynamo Dresden [Youth B] | - | 1. FC Union Berlin [Youth B] | 1:3 |
Germany