| 14. Round | 27/10/2019 | WTSV Concordia | - | TuS Osdorf | 2:4 | ||||
| 15. Round | 03/11/2019 | TuS Osdorf | - | TSV Buchholz 08 | 9:5 | ||||
| 16. Round | 10/11/2019 | SV Rugenbergen | - | TuS Osdorf | 0:2 | ||||
| 17. Round | 15/11/2019 | TuS Osdorf | - | Meiendorfer SV | 5:1 | ||||
| 18. Round | 22/11/2019 | TuS Osdorf | - | FC Teutonia 05 | 4:4 | ||||
| 19. Round | 01/12/2019 | HSV Barmbek-Uhlenhorst | - | TuS Osdorf | 1:1 | ||||
| 20. Round | 06/12/2019 | TuS Osdorf | - | Union Tornesch | 2:2 | ||||
| 23. Round | 23/02/2020 | Niendorfer TSV | - | TuS Osdorf | 1:1 | ||||
| 24. Round | 29/02/2020 | TuS Dassendorf | - | TuS Osdorf | 3:0 | ||||
| 25. Round | 06/03/2020 | TuS Osdorf | - | Hamm United | 1:0 |  |
Germany