| 1. Round | 31/08/2020 | De Graafschap | - | FC Den Bosch | 4:2 |  |
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| 2. Round | 06/09/2020 | FC Den Bosch | - | FC Dordrecht | 2:1 | ||||
| 3. Round | 14/09/2020 | NAC Breda | - | FC Den Bosch | 2:1 | ||||
| 12. Round | 15/11/2020 | Go Ahead Eagles | - | FC Den Bosch | 3:0 | ||||
| 13. Round | 20/11/2020 | FC Den Bosch | - | Jong Ajax | 2:2 | ||||
| 14. Round | 27/11/2020 | SC Cambuur | - | FC Den Bosch | 3:1 | ||||
| 15. Round | 06/12/2020 | FC Den Bosch | - | NEC Nijmegen | 2:2 | |
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| 16. Round | 11/12/2020 | FC Volendam | - | FC Den Bosch | 6:0 | ||||
| 17. Round | 18/12/2020 | FC Den Bosch | - | FC Eindhoven | 1:1 | ||||
| 18. Round | 04/01/2021 | FC Utrecht (J) | - | FC Den Bosch | 3:1 | ||||
| 19. Round | 11/01/2021 | FC Den Bosch | - | AZ Alkmaar (J) | 1:2 | ||||
| 20. Round | 15/01/2021 | Helmond Sport | - | FC Den Bosch | 4:0 | ||||
| 21. Round | 23/01/2021 | FC Den Bosch | - | NAC Breda | 1:1 | ||||
| 22. Round | 30/01/2021 | SBV Excelsior | - | FC Den Bosch | 4:4 | |
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| 33. Round | 09/04/2021 | FC Den Bosch | - | SC Cambuur | 3:5 | ||||
| 34. Round | 16/04/2021 | FC Dordrecht | - | FC Den Bosch | 2:6 | ||||
| 35. Round | 23/04/2021 | FC Den Bosch | - | Roda JC Kerkrade | 7:0 |  |
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| 36. Round | 30/04/2021 | FC Eindhoven | - | FC Den Bosch | 1:0 | |
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| 37. Round | 07/05/2021 | FC Den Bosch | - | Telstar | 4:1 |
Netherlands