| 1. Round | 27/07/2019 | Wuppertaler SV | - | Alemannia Aachen | 2:1 | ||||
| 4. Round | 17/08/2019 | VfB Homberg | - | Wuppertaler SV | 1:3 |  |
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| 2. Round | 03/09/2019 | TuS Haltern | - | Wuppertaler SV | 2:2 | ||||
| 7. Round | 07/09/2019 | Wuppertaler SV | - | SG Wattenscheid 09 | annull. | ||||
| 8. Round | 13/09/2019 | Rot-Weiß Oberhausen | - | Wuppertaler SV | 5:1 | ||||
| 10. Round | 24/09/2019 | SV Lippstadt 08 | - | Wuppertaler SV | 1:1 | |
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| 11. Round | 28/09/2019 | Wuppertaler SV | - | Bonner SC | 1:2 | ||||
| 12. Round | 05/10/2019 | FC Schalke 04 II | - | Wuppertaler SV | 3:0 | |
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| 15. Round | 26/10/2019 | Wuppertaler SV | - | Fortuna Köln | 1:1 |  |
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| 18. Round | 16/11/2019 | Sportfreunde Lotte | - | Wuppertaler SV | 2:2 | |
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| 19. Round | 30/11/2019 | Wuppertaler SV | - | Fortuna Düsseldorf II | 0:3 | ||||
| 20. Round | 07/12/2019 | Alemannia Aachen | - | Wuppertaler SV | 1:2 | ||||
| 22. Round | 25/01/2020 | Borussia Dortmund II | - | Wuppertaler SV | 3:1 | |
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| 25. Round | 15/02/2020 | Wuppertaler SV | - | SV Rödinghausen | 1:4 | |
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| 21. Round | 07/03/2020 | Wuppertaler SV | - | TuS Haltern | 2:0 |
Germany