| 1. Round | 11/08/2019 | Sportfreunde Siegen | - | Holzwickeder SC | 3:3 | ||||
| 3. Round | 25/08/2019 | Sportfreunde Siegen | - | FCE Rheine | 2:2 | ||||
| 4. Round | 01/09/2019 | TuS Ennepetal | - | Sportfreunde Siegen | 3:2 | ||||
| 5. Round | 07/09/2019 | Sportfreunde Siegen | - | Westfalia Rhynern | 1:1 | ||||
| 9. Round | 06/10/2019 | Sportfreunde Siegen | - | FC Gütersloh | 1:3 | ||||
| 14. Round | 10/11/2019 | Hammer SpVg | - | Sportfreunde Siegen | 0:5 | ||||
| 15. Round | 17/11/2019 | SC Paderborn 07 II | - | Sportfreunde Siegen | 1:1 |
Germany