| 1. Round | 29/07/2018 | FC Teutonia 05 | - | VfL Pinneberg | 6:0 | ||||
| 4. Round | 19/08/2018 | VfL Pinneberg | - | Niendorfer TSV | 0:2 | ||||
| 5. Round | 24/08/2018 | VfL Pinneberg | - | Victoria Hamburg | 2:3 |  |
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| 6. Round | 02/09/2018 | VfL Pinneberg | - | Altona 93 | 0:6 | ||||
| 14. Round | 28/10/2018 | TSV Sasel | - | VfL Pinneberg | 6:0 | ||||
| 20. Round | 31/10/2018 | VfL Pinneberg | - | HEBC Hamburg | 4:2 | ||||
| 16. Round | 11/11/2018 | SV Rugenbergen | - | VfL Pinneberg | 3:1 | ||||
| 18. Round | 25/11/2018 | VfL Pinneberg | - | FC Teutonia 05 | 0:3 | ||||
| 21. Round | 10/02/2019 | Niendorfer TSV | - | VfL Pinneberg | 3:1 | |
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| 22. Round | 15/02/2019 | Victoria Hamburg | - | VfL Pinneberg | 14:0 |
Germany