| 4. Round | 01/09/2019 | Holzwickeder SC | - | SC Paderborn 07 II | 1:1 | ||||
| 5. Round | 08/09/2019 | SC Paderborn 07 II | - | TSG Sprockhövel | 0:1 | ||||
| 9. Round | 03/10/2019 | SC Paderborn 07 II | - | TuS Erndtebrück | 2:0 | ||||
| 12. Round | 25/10/2019 | Westfalia Rhynern | - | SC Paderborn 07 II | 4:0 | ||||
| 13. Round | 03/11/2019 | SC Paderborn 07 II | - | Hammer SpVg | 4:2 | ||||
| 14. Round | 10/11/2019 | 1. FC Kaan-Marienborn | - | SC Paderborn 07 II | 4:0 | ||||
| 15. Round | 17/11/2019 | SC Paderborn 07 II | - | Sportfreunde Siegen | 1:1 | ||||
| 17. Round | 08/12/2019 | SV Schermbeck 1912 | - | SC Paderborn 07 II | 2:1 | ||||
| 18. Round | 15/12/2019 | ASC 09 Dortmund | - | SC Paderborn 07 II | 1:2 | ||||
| 19. Round | 08/02/2020 | SC Paderborn 07 II | - | Westfalia Herne | 1:1 | ||||
| 22. Round | 08/03/2020 | TSG Sprockhövel | - | SC Paderborn 07 II | 0:1 |
Switzerland
Bosnia-Herzegovina