| 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 | ||||
| 9. Round | 27/10/2019 | VV Gemert | - | VV Dongen | 3:2 | ||||
| 11. Round | 10/11/2019 | VV Gemert | - | RKSV Groene Ster | 3:1 | ||||
| 12. Round | 17/11/2019 | VV Hoogland | - | VV Gemert | 3:3 | ||||
| 14. Round | 01/12/2019 | VV UNA | - | VV Gemert | 5:1 | ||||
| 18. Round | 19/01/2020 | OSS '20 | - | VV Gemert | 4:2 | ||||
| 20. Round | 02/02/2020 | VV Gemert | - | OFC Oostzaan | 3:0 | ||||
| 22. Round | 16/02/2020 | VV Gemert | - | VV Hoogland | 1:1 |
Netherlands