| 2. Round | 17/08/2019 | Energie Cottbus [Youth] | - | Hamburger SV [Youth] | 5:5 | ||||
| 3. Round | 21/08/2019 | Hamburger SV [Youth] | - | Hannover 96 [Youth] | 0:3 | ||||
| 4. Round | 24/08/2019 | Niendorfer TSV [Youth] | - | Hamburger SV [Youth] | 0:4 | ||||
| 5. Round | 15/09/2019 | Hamburger SV [Youth] | - | 1. FC Union Berlin [Youth] | 1:1 | ||||
| 6. Round | 21/09/2019 | Holstein Kiel [Youth] | - | Hamburger SV [Youth] | 3:1 | ||||
| 7. Round | 28/09/2019 | Hertha BSC [Youth] | - | Hamburger SV [Youth] | 3:2 |  |
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| 8. Round | 19/10/2019 | Hamburger SV [Youth] | - | RB Leipzig [Youth] | 2:0 | ||||
| 9. Round | 26/10/2019 | Dynamo Dresden [Youth] | - | Hamburger SV [Youth] | 0:4 |  |
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| 10. Round | 02/11/2019 | Hamburger SV [Youth] | - | VfL Wolfsburg [Youth] | 2:4 | |
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| 11. Round | 09/11/2019 | FC St. Pauli [Youth] | - | Hamburger SV [Youth] | 1:3 | |
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| 15. Round | 01/02/2020 | Hamburger SV [Youth] | - | Energie Cottbus [Youth] | 4:1 | ||||
| 17. Round | 16/02/2020 | Hamburger SV [Youth] | - | Niendorfer TSV [Youth] | 4:0 | ||||
| 19. Round | 29/02/2020 | Hamburger SV [Youth] | - | Holstein Kiel [Youth] | 9:1 | ||||
| 20. Round | 07/03/2020 | Hamburger SV [Youth] | - | Hertha BSC [Youth] | 2:4 |
Germany