| 1. Round | 28/07/2019 | HSV Barmbek-Uhlenhorst | - | Hamburger SV III | 2:1 | ||||
| 2. Round | 02/08/2019 | Hamburger SV III | - | Union Tornesch | 6:1 | ||||
| 3. Round | 09/08/2019 | SV Curslack-Neuengamme | - | Hamburger SV III | 2:4 |  |
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| 4. Round | 16/08/2019 | Hamburger SV III | - | Niendorfer TSV | 0:2 | ||||
| 5. Round | 23/08/2019 | Hamburger SV III | - | TuS Osdorf | 4:1 | ||||
| 6. Round | 31/08/2019 | TuS Dassendorf | - | Hamburger SV III | 3:0 | ||||
| 7. Round | 08/09/2019 | Hamburger SV III | - | Hamm United | 2:0 | ||||
| 8. Round | 13/09/2019 | FC Süderelbe | - | Hamburger SV III | 4:3 | ||||
| 9. Round | 20/09/2019 | Hamburger SV III | - | Bramfelder SV | 2:2 | ||||
| 10. Round | 29/09/2019 | TSV Sasel | - | Hamburger SV III | 3:2 | |
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| 11. Round | 05/10/2019 | Victoria Hamburg | - | Hamburger SV III | 5:2 | ||||
| 21. Round | 31/10/2019 | Niendorfer TSV | - | Hamburger SV III | 6:3 | ||||
| 15. Round | 03/11/2019 | SV Rugenbergen | - | Hamburger SV III | 2:4 | ||||
| 16. Round | 09/11/2019 | Meiendorfer SV | - | Hamburger SV III | 0:1 | ||||
| 17. Round | 15/11/2019 | Hamburger SV III | - | FC Teutonia 05 | 2:3 |
Germany