| 1. Round | 24/08/2019 | Kozakken Boys | - | TEC VV | 0:1 | ||||
| 2. Round | 31/08/2019 | De Treffers | - | Kozakken Boys | 1:2 | ||||
| 3. Round | 07/09/2019 | Kozakken Boys | - | SV Spakenburg | 4:2 | ||||
| 4. Round | 14/09/2019 | Quick Boys | - | Kozakken Boys | 0:2 | ||||
| 5. Round | 21/09/2019 | Kozakken Boys | - | HHC Hardenberg | 2:4 | ||||
| 9. Round | 26/10/2019 | Kozakken Boys | - | VV Katwijk | 0:0 | ||||
| 10. Round | 02/11/2019 | Rijnsburgse Boys | - | Kozakken Boys | 1:2 | ||||
| 14. Round | 30/11/2019 | Amsterdamsche FC | - | Kozakken Boys | 2:0 |  |
Netherlands