| 1. Round | 29/08/2020 | TOP Oss | - | Helmond Sport | 1:2 | ||||
| 3. Round | 15/09/2020 | Almere City FC | - | TOP Oss | 3:0 | ||||
| 13. Round | 20/11/2020 | FC Volendam | - | TOP Oss | 1:1 |  |
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| 14. Round | 27/11/2020 | TOP Oss | - | NAC Breda | 0:0 | ||||
| 15. Round | 05/12/2020 | AZ Alkmaar (J) | - | TOP Oss | 0:1 | ||||
| 9. Round | 14/12/2020 | FC Utrecht (J) | - | TOP Oss | 0:1 | ||||
| 17. Round | 19/12/2020 | NEC Nijmegen | - | TOP Oss | 0:1 | ||||
| 22. Round | 29/01/2021 | De Graafschap | - | TOP Oss | 2:1 |
Netherlands