| 1. Round | 11/08/2019 | SC Paderborn 07 II | - | ASC 09 Dortmund | 1:2 | ||||
| 2. Round | 18/08/2019 | ASC 09 Dortmund | - | FC Gütersloh | 0:1 |  |
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| 3. Round | 25/08/2019 | TSG Sprockhövel | - | ASC 09 Dortmund | 1:3 |  |
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| 4. Round | 01/09/2019 | ASC 09 Dortmund | - | RSV Meinerzhagen | 1:2 | |
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| 5. Round | 08/09/2019 | TuS Erndtebrück | - | ASC 09 Dortmund | 4:3 | ||||
| 6. Round | 15/09/2019 | ASC 09 Dortmund | - | Rot Weiss Ahlen | 0:2 | ||||
| 7. Round | 22/09/2019 | Hammer SpVg | - | ASC 09 Dortmund | 1:2 | |
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| 8. Round | 29/09/2019 | ASC 09 Dortmund | - | Sportfreunde Siegen | 2:3 | ||||
| 9. Round | 06/10/2019 | SV Schermbeck 1912 | - | ASC 09 Dortmund | 0:2 | |
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| 10. Round | 13/10/2019 | ASC 09 Dortmund | - | Westfalia Herne | 1:2 | ||||
| 11. Round | 16/10/2019 | Holzwickeder SC | - | ASC 09 Dortmund | 1:3 | ||||
| 12. Round | 27/10/2019 | ASC 09 Dortmund | - | Preußen Münster II | 3:1 | ||||
| 13. Round | 03/11/2019 | FCE Rheine | - | ASC 09 Dortmund | 2:0 | |
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| 18. Round | 15/12/2019 | ASC 09 Dortmund | - | SC Paderborn 07 II | 1:2 |
Germany