| 1. Round | 24/08/2019 | Jong FC Volendam | - | Excelsior Maassluis | 4:1 |  |
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| 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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| 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 | |
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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 | |
Netherlands