| 1. Round | 28/07/2019 | FC Teutonia 05 | - | TuS Osdorf | 1:2 | ||||
| 2. Round | 02/08/2019 | TuS Osdorf | - | HSV Barmbek-Uhlenhorst | 2:2 | ||||
| 7. Round | 06/09/2019 | TuS Osdorf | - | TuS Dassendorf | 1:3 | ||||
| 8. Round | 13/09/2019 | Hamm United | - | TuS Osdorf | 2:1 | ||||
| 9. Round | 20/09/2019 | TuS Osdorf | - | FC Süderelbe | 0:2 | ||||
| 10. Round | 27/09/2019 | Bramfelder SV | - | TuS Osdorf | 1:3 | ||||
| 11. Round | 04/10/2019 | TuS Osdorf | - | TSV Sasel | 4:1 | ||||
| 12. Round | 11/10/2019 | Victoria Hamburg | - | TuS Osdorf | 5:3 | ||||
| 17. Round | 15/11/2019 | TuS Osdorf | - | Meiendorfer SV | 5:1 | ||||
| 18. Round | 22/11/2019 | TuS Osdorf | - | FC Teutonia 05 | 4:4 |  |
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| 22. Round | 14/02/2020 | TuS Osdorf | - | Hamburger SV III | 1:3 | ||||
| 24. Round | 29/02/2020 | TuS Dassendorf | - | TuS Osdorf | 3:0 | ||||
| 25. Round | 06/03/2020 | TuS Osdorf | - | Hamm United | 1:0 |
Germany