| 3. Round | 04/08/2019 | Hamburger SV II | - | Holstein Kiel II | 6:0 |  |
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| 4. Round | 10/08/2019 | VfL Wolfsburg II | - | Hamburger SV II | 3:3 | |
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| 5. Round | 17/08/2019 | Hamburger SV II | - | HSC Hannover | 1:1 | ||||
| 6. Round | 23/08/2019 | Weiche Flensburg 08 | - | Hamburger SV II | 2:0 | ||||
| 7. Round | 28/08/2019 | Hamburger SV II | - | Schwarz-Weiß Rehden | 1:4 | ||||
| 8. Round | 01/09/2019 | VfB Oldenburg | - | Hamburger SV II | 3:2 | |
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| 9. Round | 08/09/2019 | TSV Havelse | - | Hamburger SV II | 3:2 | ||||
| 10. Round | 14/09/2019 | Hamburger SV II | - | Werder Bremen II | 0:1 | ||||
| 11. Round | 22/09/2019 | Eintracht Norderstedt | - | Hamburger SV II | 0:2 | ||||
| 12. Round | 28/09/2019 | Hamburger SV II | - | VfB Lübeck | 2:3 | |
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| 14. Round | 12/10/2019 | Hamburger SV II | - | SV Drochtersen/Assel | 1:0 | ||||
| 15. Round | 19/10/2019 | SSV Jeddeloh II | - | Hamburger SV II | 1:3 | ||||
| 18. Round | 09/11/2019 | Heider SV | - | Hamburger SV II | 2:1 | ||||
| 22. Round | 08/02/2020 | HSC Hannover | - | Hamburger SV II | 2:0 |
Germany