| 2. Round | 31/08/2019 | TEC VV | - | Jong FC Volendam | 2:0 | ||||
| 3. Round | 07/09/2019 | Quick Boys | - | Jong FC Volendam | 3:1 |  |
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| 8. Round | 12/10/2019 | Jong FC Volendam | - | De Treffers | 0:1 | ||||
| 9. Round | 26/10/2019 | Jong FC Volendam | - | Koninklijke HFC | 3:6 | ||||
| 10. Round | 02/11/2019 | IJsselmeervogels | - | Jong FC Volendam | 3:3 | |
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| 11. Round | 09/11/2019 | Jong FC Volendam | - | Kozakken Boys | 1:2 | ||||
| 13. Round | 23/11/2019 | Jong FC Volendam | - | HHC Hardenberg | 1:3 | ||||
| 20. Round | 01/02/2020 | Jong FC Volendam | - | TEC VV | 3:1 | ||||
| 22. Round | 15/02/2020 | Jong FC Volendam | - | SVV Scheveningen | 1:2 | ||||
| 24. Round | 07/03/2020 | Jong FC Volendam | - | ASWH Ido-Ambacht | 1:1 | |
Netherlands