| 20. Round | 17/02/2019 | SV Schermbeck 1912 | - | Holzwickeder SC | 1:0 | ||||
| 21. Round | 24/02/2019 | Holzwickeder SC | - | Sportfreunde Siegen | 0:0 | ||||
| 25. Round | 31/03/2019 | Westfalia Rhynern | - | Holzwickeder SC | 2:1 | ||||
| 27. Round | 14/04/2019 | Westfalia Herne | - | Holzwickeder SC | 2:0 | ||||
| 30. Round | 28/04/2019 | Holzwickeder SC | - | FC Schalke 04 II | 2:2 | ||||
| 22. Round | 01/05/2019 | Holzwickeder SC | - | 1. FC Gievenbeck | 4:1 |  |
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| 31. Round | 05/05/2019 | TuS Haltern | - | Holzwickeder SC | 1:1 | ||||
| 32. Round | 12/05/2019 | Holzwickeder SC | - | TuS Ennepetal | 3:1 | ||||
| 23. Round | 15/05/2019 | FC Gütersloh | - | Holzwickeder SC | 2:0 | ||||
| 33. Round | 19/05/2019 | Hammer SpVg | - | Holzwickeder SC | 3:0 | |
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| 34. Round | 26/05/2019 | Holzwickeder SC | - | FC Brünninghausen | 3:0 |
Germany