| 3. Round | 21/08/2019 | Energie Cottbus [Youth B] | - | Hallescher FC [Youth B] | 1:0 | ||||
| 4. Round | 25/08/2019 | Hallescher FC [Youth B] | - | Dynamo Dresden [Youth B] | 2:1 | ||||
| 7. Round | 21/09/2019 | RB Leipzig [Youth B] | - | Hallescher FC [Youth B] | 2:0 | ||||
| 8. Round | 29/09/2019 | Hallescher FC [Youth B] | - | Werder Bremen [Youth B] | 0:1 | ||||
| 9. Round | 05/10/2019 | FC St. Pauli [Youth B] | - | Hallescher FC [Youth B] | 2:1 | ||||
| 2. Round | 15/10/2019 | Hallescher FC [Youth B] | - | Hertha BSC [Youth B] | 1:6 | ||||
| 10. Round | 19/10/2019 | Hallescher FC [Youth B] | - | FC Carl Zeiss Jena [Youth B] | 0:0 | ||||
| 13. Round | 09/11/2019 | Hallescher FC [Youth B] | - | Chemnitzer FC [Youth B] | 1:3 | ||||
| 14. Round | 23/11/2019 | Hallescher FC [Youth B] | - | 1. FC Union Berlin [Youth B] | 0:2 | ||||
| 15. Round | 30/11/2019 | Hertha BSC [Youth B] | - | Hallescher FC [Youth B] | 5:0 | ||||
| 16. Round | 07/12/2019 | Hallescher FC [Youth B] | - | Energie Cottbus [Youth B] | 0:2 |  |
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| 17. Round | 14/12/2019 | Dynamo Dresden [Youth B] | - | Hallescher FC [Youth B] | 1:1 |
Germany