| 1. Round | 24/08/2019 | Jong FC Volendam | - | Excelsior Maassluis | 4:1 | ||||
| 2. Round | 31/08/2019 | TEC VV | - | Jong FC Volendam | 2:0 |  |
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| 3. Round | 07/09/2019 | Quick Boys | - | Jong FC Volendam | 3:1 | ||||
| 4. Round | 14/09/2019 | Jong FC Volendam | - | Amsterdamsche FC | 4:6 | |
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| 5. Round | 21/09/2019 | Rijnsburgse Boys | - | Jong FC Volendam | 1:1 | ||||
| 6. Round | 28/09/2019 | Jong FC Volendam | - | SV Spakenburg | 1:1 | ||||
| 7. Round | 05/10/2019 | ASWH Ido-Ambacht | - | Jong FC Volendam | 5:2 | ||||
| 9. Round | 26/10/2019 | Jong FC Volendam | - | Koninklijke HFC | 3:6 | ||||
| 10. Round | 02/11/2019 | IJsselmeervogels | - | Jong FC Volendam | 3:3 | ||||
| 11. Round | 09/11/2019 | Jong FC Volendam | - | Kozakken Boys | 1:2 | ||||
| 12. Round | 16/11/2019 | SVV Scheveningen | - | Jong FC Volendam | 2:1 | |
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| 13. Round | 23/11/2019 | Jong FC Volendam | - | HHC Hardenberg | 1:3 | ||||
| 14. Round | 30/11/2019 | GVVV | - | Jong FC Volendam | 3:1 | ||||
| 16. Round | 14/12/2019 | VV Noordwijk | - | Jong FC Volendam | 5:1 |
Netherlands