| 10. Round | 13/10/2019 | FC Volendam | - | FC Den Bosch | 1:1 | ||||
| 12. Round | 25/10/2019 | Go Ahead Eagles | - | FC Den Bosch | 0:0 | ||||
| 13. Round | 01/11/2019 | FC Den Bosch | - | Helmond Sport | 1:1 | ||||
| 14. Round | 08/11/2019 | Jong Ajax | - | FC Den Bosch | 5:1 | ||||
| 15. Round | 17/11/2019 | FC Den Bosch | - | SBV Excelsior | 3:3 | ||||
| 16. Round | 22/11/2019 | Almere City FC | - | FC Den Bosch | 0:2 | ||||
| 17. Round | 29/11/2019 | FC Den Bosch | - | FC Dordrecht | 3:2 |  |
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| 18. Round | 06/12/2019 | FC Den Bosch | - | De Graafschap | 2:2 | ||||
| 19. Round | 13/12/2019 | NAC Breda | - | FC Den Bosch | 1:2 | ||||
| 20. Round | 20/12/2019 | FC Den Bosch | - | Jong PSV | 2:1 | ||||
| 21. Round | 12/01/2020 | NEC Nijmegen | - | FC Den Bosch | 1:0 | ||||
| 22. Round | 19/01/2020 | FC Den Bosch | - | Go Ahead Eagles | 2:3 | |
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| 23. Round | 24/01/2020 | Helmond Sport | - | FC Den Bosch | 0:0 | ||||
| 24. Round | 31/01/2020 | FC Den Bosch | - | AZ Alkmaar (J) | 3:0 | |
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| 25. Round | 07/02/2020 | Roda JC Kerkrade | - | FC Den Bosch | 1:5 | ||||
| 26. Round | 14/02/2020 | FC Den Bosch | - | FC Utrecht (J) | 3:2 | ||||
| 27. Round | 21/02/2020 | SBV Excelsior | - | FC Den Bosch | 6:4 |
Netherlands
Morocco