| 1. Round | 11/08/2019 | TuS Erndtebrück | - | TuS Ennepetal | 3:5 | ||||
| 2. Round | 18/08/2019 | TuS Ennepetal | - | Rot Weiss Ahlen | 1:0 | ||||
| 3. Round | 25/08/2019 | Hammer SpVg | - | TuS Ennepetal | 0:3 |  |
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| 4. Round | 01/09/2019 | TuS Ennepetal | - | Sportfreunde Siegen | 3:2 | ||||
| 5. Round | 06/09/2019 | SV Schermbeck 1912 | - | TuS Ennepetal | 0:0 | ||||
| 6. Round | 15/09/2019 | TuS Ennepetal | - | Westfalia Herne | 1:2 | ||||
| 7. Round | 22/09/2019 | Holzwickeder SC | - | TuS Ennepetal | 3:2 | ||||
| 8. Round | 29/09/2019 | TuS Ennepetal | - | Preußen Münster II | 3:1 | ||||
| 9. Round | 06/10/2019 | FCE Rheine | - | TuS Ennepetal | 2:1 | ||||
| 10. Round | 13/10/2019 | TuS Ennepetal | - | SC Paderborn 07 II | 3:1 | |
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| 11. Round | 20/10/2019 | TuS Ennepetal | - | Westfalia Rhynern | 1:1 | ||||
| 13. Round | 03/11/2019 | TuS Ennepetal | - | SC Wiedenbrück | 0:3 | ||||
| 14. Round | 10/11/2019 | ASC 09 Dortmund | - | TuS Ennepetal | 1:1 | ||||
| 15. Round | 17/11/2019 | TuS Ennepetal | - | FC Gütersloh | 2:2 | ||||
| 16. Round | 29/11/2019 | TSG Sprockhövel | - | TuS Ennepetal | 2:1 |
USA