| 8. Round | 13/10/2019 | VV Hoogland | - | VV UNA | 3:3 | ||||
| 9. Round | 27/10/2019 | FC Lienden | - | VV Hoogland | 2:1 | ||||
| 12. Round | 17/11/2019 | VV Hoogland | - | VV Gemert | 3:3 |  |
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| 13. Round | 24/11/2019 | OSS '20 | - | VV Hoogland | 2:1 | ||||
| 14. Round | 01/12/2019 | VV Hoogland | - | ADO Den Haag (J) | 2:2 | |
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| 15. Round | 08/12/2019 | Blauw Geel '38 | - | VV Hoogland | 3:5 | |
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| 16. Round | 15/12/2019 | VV Hoogland | - | RKSV Groene Ster | 2:1 | |
Netherlands