| 1. Round | 29/07/2018 | FC Teutonia 05 | - | VfL Pinneberg | 6:0 | ||||
| 2. Round | 05/08/2018 | VfL Pinneberg | - | Meiendorfer SV | 0:4 |  |
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| 3. Round | 12/08/2018 | HEBC Hamburg | - | VfL Pinneberg | 4:1 | ||||
| 4. Round | 19/08/2018 | VfL Pinneberg | - | Niendorfer TSV | 0:2 | ||||
| 6. Round | 02/09/2018 | VfL Pinneberg | - | Altona 93 | 0:6 | ||||
| 7. Round | 07/09/2018 | FC Süderelbe | - | VfL Pinneberg | 5:1 | ||||
| 8. Round | 16/09/2018 | VfL Pinneberg | - | TuS Dassendorf | 1:6 | ||||
| 9. Round | 23/09/2018 | VfL Pinneberg | - | TuS Osdorf | 1:4 | ||||
| 10. Round | 28/09/2018 | WTSV Concordia | - | VfL Pinneberg | 5:0 | ||||
| 11. Round | 07/10/2018 | VfL Pinneberg | - | HSV Barmbek-Uhlenhorst | 2:6 |  |
Germany