| 1. Round | 27/07/2019 | SV Rugenbergen | - | Hamm United | 1:2 | ||||
| 2. Round | 02/08/2019 | FC Süderelbe | - | SV Rugenbergen | 3:2 |  |
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| 7. Round | 08/09/2019 | SV Rugenbergen | - | WTSV Concordia | 1:2 | ||||
| 8. Round | 15/09/2019 | TSV Buchholz 08 | - | SV Rugenbergen | 1:2 | ||||
| 13. Round | 20/10/2019 | Union Tornesch | - | SV Rugenbergen | 1:2 | ||||
| 14. Round | 27/10/2019 | SV Rugenbergen | - | SV Curslack-Neuengamme | 1:1 | ||||
| 21. Round | 31/10/2019 | SV Rugenbergen | - | TSV Sasel | 1:4 | ||||
| 15. Round | 03/11/2019 | SV Rugenbergen | - | Hamburger SV III | 2:4 | ||||
| 16. Round | 10/11/2019 | SV Rugenbergen | - | TuS Osdorf | 0:2 | ||||
| 17. Round | 16/11/2019 | TuS Dassendorf | - | SV Rugenbergen | 1:0 | ||||
| 18. Round | 22/11/2019 | Hamm United | - | SV Rugenbergen | 1:4 | ||||
| 19. Round | 01/12/2019 | SV Rugenbergen | - | FC Süderelbe | 2:2 | ||||
| 20. Round | 06/12/2019 | Bramfelder SV | - | SV Rugenbergen | 0:2 |  |
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| 22. Round | 14/02/2020 | Victoria Hamburg | - | SV Rugenbergen | 0:1 | |
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| 24. Round | 01/03/2020 | WTSV Concordia | - | SV Rugenbergen | 2:2 |
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