| 5. Round | 14/09/2019 | FC St. Pauli [Youth] | - | Chemnitzer FC [Youth] | 3:0 | ||||
| 6. Round | 22/09/2019 | Energie Cottbus [Youth] | - | FC St. Pauli [Youth] | 0:5 | ||||
| 7. Round | 28/09/2019 | FC St. Pauli [Youth] | - | Hannover 96 [Youth] | 1:1 | ||||
| 8. Round | 19/10/2019 | Niendorfer TSV [Youth] | - | FC St. Pauli [Youth] | 0:4 |  |
|||
| 9. Round | 26/10/2019 | FC St. Pauli [Youth] | - | 1. FC Union Berlin [Youth] | 1:1 | ||||
| 10. Round | 02/11/2019 | Holstein Kiel [Youth] | - | FC St. Pauli [Youth] | 2:2 | |
|||
| 11. Round | 09/11/2019 | FC St. Pauli [Youth] | - | Hamburger SV [Youth] | 1:3 | |
|||
| 13. Round | 30/11/2019 | FC St. Pauli [Youth] | - | Dynamo Dresden [Youth] | 1:3 | |
|||
| 14. Round | 07/12/2019 | FC St. Pauli [Youth] | - | VfL Wolfsburg [Youth] | 2:3 |  |
|||
| 15. Round | 01/02/2020 | Hertha BSC [Youth] | - | FC St. Pauli [Youth] | 1:1 | |
|||
| 17. Round | 15/02/2020 | FC St. Pauli [Youth] | - | 1. FC Magdeburg [Youth] | 4:3 | ||||
| 18. Round | 23/02/2020 | Chemnitzer FC [Youth] | - | FC St. Pauli [Youth] | 2:4 | ||||
| 19. Round | 29/02/2020 | FC St. Pauli [Youth] | - | Energie Cottbus [Youth] | 1:3 | |
|||
| 20. Round | 08/03/2020 | Hannover 96 [Youth] | - | FC St. Pauli [Youth] | 4:2 |
Germany