| 2. Round | 12/09/2018 | TuS Erndtebrück | - | Holzwickeder SC | 1:0 | ||||
| 8. Round | 30/09/2018 | Holzwickeder SC | - | Westfalia Rhynern | 3:0 | ||||
| 9. Round | 07/10/2018 | ASC 09 Dortmund | - | Holzwickeder SC | 1:1 | ||||
| 11. Round | 21/10/2018 | FCE Rheine | - | Holzwickeder SC | 0:2 | ||||
| 12. Round | 28/10/2018 | Holzwickeder SC | - | SC Paderborn 07 II | 1:1 | ||||
| 13. Round | 04/11/2018 | FC Schalke 04 II | - | Holzwickeder SC | 4:0 | ||||
| 14. Round | 11/11/2018 | Holzwickeder SC | - | TuS Haltern | 0:2 | ||||
| 15. Round | 18/11/2018 | TuS Ennepetal | - | Holzwickeder SC | 2:1 |
Germany