| 8. Round | 28/09/2019 | Chemnitzer FC [Youth B] | - | FC St. Pauli [Youth B] | 4:0 | ||||
| 9. Round | 05/10/2019 | FC St. Pauli [Youth B] | - | Hallescher FC [Youth B] | 2:1 | ||||
| 10. Round | 19/10/2019 | Hertha BSC [Youth B] | - | FC St. Pauli [Youth B] | 3:0 | ||||
| 11. Round | 26/10/2019 | FC St. Pauli [Youth B] | - | Energie Cottbus [Youth B] | 2:3 | ||||
| 12. Round | 02/11/2019 | Dynamo Dresden [Youth B] | - | FC St. Pauli [Youth B] | 1:0 | ||||
| 13. Round | 09/11/2019 | FC St. Pauli [Youth B] | - | VfL Wolfsburg [Youth B] | 2:2 |  |
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| 14. Round | 23/11/2019 | FC St. Pauli [Youth B] | - | Hamburger SV [Youth B] | 0:3 | ||||
| 15. Round | 30/11/2019 | RB Leipzig [Youth B] | - | FC St. Pauli [Youth B] | 6:1 | ||||
| 3. Round | 08/12/2019 | Werder Bremen [Youth B] | - | FC St. Pauli [Youth B] | 4:2 | ||||
| 18. Round | 15/02/2020 | FC Carl Zeiss Jena [Youth B] | - | FC St. Pauli [Youth B] | 1:4 |
Germany