| 1. Round | 28/07/2019 | FC Teutonia 05 | - | TuS Osdorf | 1:2 | ||||
| 2. Round | 02/08/2019 | TuS Osdorf | - | HSV Barmbek-Uhlenhorst | 2:2 | ||||
| 3. Round | 11/08/2019 | Union Tornesch | - | TuS Osdorf | 1:1 | ||||
| 4. Round | 17/08/2019 | SV Curslack-Neuengamme | - | TuS Osdorf | 3:3 | ||||
| 5. Round | 23/08/2019 | Hamburger SV III | - | TuS Osdorf | 4:1 | ||||
| 7. Round | 06/09/2019 | TuS Osdorf | - | TuS Dassendorf | 1:3 | ||||
| 11. Round | 04/10/2019 | TuS Osdorf | - | TSV Sasel | 4:1 |  |
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| 12. Round | 11/10/2019 | Victoria Hamburg | - | TuS Osdorf | 5:3 | |
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| 13. Round | 18/10/2019 | TuS Osdorf | - | Uhlenhorster SC Paloma | 1:1 |  |
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| 14. Round | 27/10/2019 | WTSV Concordia | - | TuS Osdorf | 2:4 | ||||
| 21. Round | 30/10/2019 | TuS Osdorf | - | SV Curslack-Neuengamme | 3:3 | |
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| 15. Round | 03/11/2019 | TuS Osdorf | - | TSV Buchholz 08 | 9:5 | ||||
| 17. Round | 15/11/2019 | TuS Osdorf | - | Meiendorfer SV | 5:1 | |
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| 18. Round | 22/11/2019 | TuS Osdorf | - | FC Teutonia 05 | 4:4 | ||||
| 20. Round | 06/12/2019 | TuS Osdorf | - | Union Tornesch | 2:2 | ||||
| 25. Round | 06/03/2020 | TuS Osdorf | - | Hamm United | 1:0 |
Germany