| 19. Round | 10/02/2019 | 1. FC Gievenbeck | - | SC Paderborn 07 II | 1:3 | ||||
| 21. Round | 24/02/2019 | SC Paderborn 07 II | - | TuS Haltern | 2:2 | ||||
| 24. Round | 24/03/2019 | FC Brünninghausen | - | SC Paderborn 07 II | 4:3 | ||||
| 25. Round | 31/03/2019 | SC Paderborn 07 II | - | TSG Sprockhövel | 2:2 |  |
|||
| 26. Round | 07/04/2019 | TuS Erndtebrück | - | SC Paderborn 07 II | 2:3 | ||||
| 28. Round | 18/04/2019 | Sportfreunde Siegen | - | SC Paderborn 07 II | 1:0 | ||||
| 30. Round | 27/04/2019 | FC Gütersloh | - | SC Paderborn 07 II | 4:2 | ||||
| 31. Round | 03/05/2019 | SC Paderborn 07 II | - | Rot Weiss Ahlen | 4:2 | ||||
| 32. Round | 12/05/2019 | Westfalia Rhynern | - | SC Paderborn 07 II | 0:1 |
Germany