| 4. Round | 02/09/2018 | Sportfreunde Siegen | - | Holzwickeder SC | 1:1 | ||||
| 5. Round | 09/09/2018 | 1. FC Gievenbeck | - | Holzwickeder SC | 0:1 | ||||
| 6. Round | 16/09/2018 | Holzwickeder SC | - | FC Gütersloh | 3:0 | ||||
| 7. Round | 23/09/2018 | Rot Weiss Ahlen | - | Holzwickeder SC | 3:3 | ||||
| 9. Round | 07/10/2018 | ASC 09 Dortmund | - | Holzwickeder SC | 1:1 | ||||
| 16. Round | 28/11/2018 | Holzwickeder SC | - | Hammer SpVg | 1:3 |
Germany