| 2. Round | 12/08/2023 | Holstein Kiel [Youth B] | - | Chemnitzer FC [Youth B] | 2:1 | ||||
| 3. Round | 16/08/2023 | Dynamo Dresden [Youth B] | - | Holstein Kiel [Youth B] | 2:0 | ||||
| 4. Round | 20/08/2023 | Holstein Kiel [Youth B] | - | Energie Cottbus [Youth B] | 1:1 |  |
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| 5. Round | 26/08/2023 | 1. FC Union Berlin [Youth B] | - | Holstein Kiel [Youth B] | 3:4 | ||||
| 6. Round | 02/09/2023 | Holstein Kiel [Youth B] | - | Hertha BSC [Youth B] | 1:1 | ||||
| 10. Round | 07/10/2023 | Hannover 96 [Youth B] | - | Holstein Kiel [Youth B] | 2:3 | ||||
| 11. Round | 22/10/2023 | Holstein Kiel [Youth B] | - | FC Viktoria 1889 Berlin [Youth B] | 2:5 | ||||
| 14. Round | 11/11/2023 | Holstein Kiel [Youth B] | - | Hamburger SV [Youth B] | 3:2 | ||||
| 18. Round | 17/12/2023 | Holstein Kiel [Youth B] | - | 1. FC Union Berlin [Youth B] | 5:3 | ||||
| 24. Round | 13/04/2024 | FC Viktoria 1889 Berlin [Youth B] | - | Holstein Kiel [Youth B] | 1:3 | ||||
| 26. Round | 27/04/2024 | Blumenthaler SV [Youth B] | - | Holstein Kiel [Youth B] | 2:2 |
Germany