| 1. Round | 24/08/2019 | VV Gemert | - | OSS '20 | 2:4 | ||||
| 2. Round | 01/09/2019 | OFC Oostzaan | - | VV Gemert | 0:0 | ||||
| 3. Round | 08/09/2019 | FC Lienden | - | VV Gemert | 1:3 | ||||
| 4. Round | 14/09/2019 | VV Gemert | - | Blauw Geel '38 | 1:1 | ||||
| 5. Round | 22/09/2019 | ADO '20 | - | VV Gemert | 2:2 |  |
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| 6. Round | 29/09/2019 | VV Gemert | - | Quick Den Haag | 3:2 | ||||
| 7. Round | 06/10/2019 | HSC'21 | - | VV Gemert | 3:0 | ||||
| 8. Round | 13/10/2019 | VV Gemert | - | USV Hercules | 2:1 | ||||
| 9. Round | 27/10/2019 | VV Gemert | - | VV Dongen | 3:2 | ||||
| 13. Round | 24/11/2019 | VV Gemert | - | EVV | 2:0 | ||||
| 14. Round | 01/12/2019 | VV UNA | - | VV Gemert | 5:1 | ||||
| 17. Round | 12/01/2020 | VV Gemert | - | RKVV Westlandia | 2:0 | ||||
| 18. Round | 19/01/2020 | OSS '20 | - | VV Gemert | 4:2 | ||||
| 19. Round | 26/01/2020 | RKSV Groene Ster | - | VV Gemert | 2:0 | ||||
| 20. Round | 02/02/2020 | VV Gemert | - | OFC Oostzaan | 3:0 | ||||
| 22. Round | 16/02/2020 | VV Gemert | - | VV Hoogland | 1:1 |
Netherlands