| 1. Round | 28/07/2019 | FC Teutonia 05 | - | TuS Osdorf | 1:2 |  |
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| 2. Round | 02/08/2019 | TuS Osdorf | - | HSV Barmbek-Uhlenhorst | 2:2 | ||||
| 5. Round | 23/08/2019 | Hamburger SV III | - | TuS Osdorf | 4:1 | ||||
| 6. Round | 30/08/2019 | TuS Osdorf | - | Niendorfer TSV | 1:2 | ||||
| 8. Round | 13/09/2019 | Hamm United | - | TuS Osdorf | 2:1 | ||||
| 9. Round | 20/09/2019 | TuS Osdorf | - | FC Süderelbe | 0:2 | ||||
| 13. Round | 18/10/2019 | TuS Osdorf | - | Uhlenhorster SC Paloma | 1:1 | ||||
| 17. Round | 15/11/2019 | TuS Osdorf | - | Meiendorfer SV | 5:1 | ||||
| 19. Round | 01/12/2019 | HSV Barmbek-Uhlenhorst | - | TuS Osdorf | 1:1 | ||||
| 20. Round | 06/12/2019 | TuS Osdorf | - | Union Tornesch | 2:2 | ||||
| 22. Round | 14/02/2020 | TuS Osdorf | - | Hamburger SV III | 1:3 | ||||
| 25. Round | 06/03/2020 | TuS Osdorf | - | Hamm United | 1:0 |
Germany
Croatia