| 1. Round | 11/08/2018 | Dynamo Dresden [Youth B] | - | TeBe Berlin [Youth B] | 2:1 |  |
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| 2. Round | 15/08/2018 | TeBe Berlin [Youth B] | - | 1. FC Union Berlin [Youth B] | 1:0 | |
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| 3. Round | 18/08/2018 | Werder Bremen [Youth B] | - | TeBe Berlin [Youth B] | 0:2 | ||||
| 4. Round | 25/08/2018 | TeBe Berlin [Youth B] | - | Energie Cottbus [Youth B] | 1:1 | ||||
| 5. Round | 01/09/2018 | RB Leipzig [Youth B] | - | TeBe Berlin [Youth B] | 5:1 | ||||
| 10. Round | 20/10/2018 | TeBe Berlin [Youth B] | - | FC St. Pauli [Youth B] | 1:2 | ||||
| 12. Round | 03/11/2018 | TeBe Berlin [Youth B] | - | Chemnitzer FC [Youth B] | 1:3 | ||||
| 24. Round | 27/04/2019 | TeBe Berlin [Youth B] | - | VfL Wolfsburg [Youth B] | 1:2 | ||||
| 26. Round | 01/06/2019 | TeBe Berlin [Youth B] | - | Hannover 96 [Youth B] | 1:3 |
Germany