| 1. Round | 31/08/2020 | De Graafschap | - | FC Den Bosch | 4:2 | ||||
| 2. Round | 06/09/2020 | FC Den Bosch | - | FC Dordrecht | 2:1 | ||||
| 3. Round | 14/09/2020 | NAC Breda | - | FC Den Bosch | 2:1 | ||||
| 4. Round | 22/09/2020 | FC Den Bosch | - | MVV | 2:0 |  |
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| 5. Round | 28/09/2020 | Telstar | - | FC Den Bosch | 6:1 | ||||
| 8. Round | 20/10/2020 | TOP Oss | - | FC Den Bosch | 2:0 | ||||
| 9. Round | 23/10/2020 | FC Den Bosch | - | SBV Excelsior | 0:1 | ||||
| 10. Round | 31/10/2020 | Roda JC Kerkrade | - | FC Den Bosch | 0:0 |  |
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| 11. Round | 06/11/2020 | FC Den Bosch | - | Jong PSV | 1:2 | ||||
| 13. Round | 20/11/2020 | FC Den Bosch | - | Jong Ajax | 2:2 | |
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| 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 | ||||
| 26. Round | 26/02/2021 | FC Den Bosch | - | FC Utrecht (J) | 3:0 | |
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| 24. Round | 02/03/2021 | NEC Nijmegen | - | FC Den Bosch | 4:1 | ||||
| 27. Round | 08/03/2021 | Jong Ajax | - | FC Den Bosch | 1:2 | ||||
| 29. Round | 19/03/2021 | Almere City FC | - | FC Den Bosch | 2:0 | ||||
| 32. Round | 05/04/2021 | AZ Alkmaar (J) | - | FC Den Bosch | 2:1 | ||||
| 37. Round | 07/05/2021 | FC Den Bosch | - | Telstar | 4:1 |
Netherlands