| 7. Round | 21/09/2019 | FC St. Pauli [Youth B] | - | Eintracht Braunschweig [Youth B] | 2:1 | ||||
| 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 | ||||
| 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 | ||||
| 17. Round | 14/12/2019 | 1. FC Union Berlin [Youth B] | - | FC St. Pauli [Youth B] | 3:4 | ||||
| 18. Round | 15/02/2020 | FC Carl Zeiss Jena [Youth B] | - | FC St. Pauli [Youth B] | 1:4 |  |
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| 19. Round | 22/02/2020 | FC St. Pauli [Youth B] | - | Hannover 96 [Youth B] | 1:1 | ||||
| 20. Round | 29/02/2020 | Eintracht Braunschweig [Youth B] | - | FC St. Pauli [Youth B] | 1:2 | |
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| 16. Round | 04/03/2020 | FC St. Pauli [Youth B] | - | Werder Bremen [Youth B] | 0:1 | ||||
| 21. Round | 07/03/2020 | FC St. Pauli [Youth B] | - | Chemnitzer FC [Youth B] | 1:2 |
Germany