| 1. Round | 09/08/2019 | FC Dordrecht | - | NAC Breda | 0:2 |  |
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| 2. Round | 16/08/2019 | FC Eindhoven | - | FC Dordrecht | 5:1 |  |
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| 3. Round | 23/08/2019 | FC Dordrecht | - | Jong Ajax | 2:5 | ||||
| 4. Round | 30/08/2019 | AZ Alkmaar (J) | - | FC Dordrecht | 1:1 | ||||
| 5. Round | 07/09/2019 | FC Dordrecht | - | MVV | 1:1 | ||||
| 6. Round | 13/09/2019 | FC Volendam | - | FC Dordrecht | 1:1 | |
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| 7. Round | 20/09/2019 | FC Dordrecht | - | NEC Nijmegen | 2:0 | ||||
| 8. Round | 27/09/2019 | Almere City FC | - | FC Dordrecht | 3:2 | |
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| 9. Round | 04/10/2019 | FC Dordrecht | - | FC Utrecht (J) | 2:5 | ||||
| 10. Round | 13/10/2019 | SBV Excelsior | - | FC Dordrecht | 3:2 | |
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| 12. Round | 25/10/2019 | De Graafschap | - | FC Dordrecht | 5:0 | ||||
| 13. Round | 01/11/2019 | FC Dordrecht | - | TOP Oss | 1:1 | ||||
| 14. Round | 08/11/2019 | Go Ahead Eagles | - | FC Dordrecht | 3:1 | ||||
| 15. Round | 15/11/2019 | FC Dordrecht | - | Roda JC Kerkrade | 1:1 | ||||
| 16. Round | 22/11/2019 | FC Dordrecht | - | Telstar | 2:3 | |
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| 17. Round | 29/11/2019 | FC Den Bosch | - | FC Dordrecht | 3:2 | |
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| 18. Round | 06/12/2019 | FC Dordrecht | - | SC Cambuur | 2:4 | |
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| 19. Round | 13/12/2019 | Jong PSV | - | FC Dordrecht | 0:1 | ||||
| 20. Round | 21/12/2019 | NAC Breda | - | FC Dordrecht | 3:0 |
Portugal