| 1. Round | 06/08/2021 | SBV Excelsior | - | TOP Oss | 0:1 | ||||
| 16. Round | 19/11/2021 | FC Den Bosch | - | TOP Oss | 1:0 | ||||
| 17. Round | 26/11/2021 | TOP Oss | - | Telstar | 1:1 | ||||
| 18. Round | 03/12/2021 | MVV | - | TOP Oss | 1:1 | ||||
| 19. Round | 10/12/2021 | TOP Oss | - | Jong Ajax | 1:1 | ||||
| 20. Round | 17/12/2021 | VVV-Venlo | - | TOP Oss | 2:3 | ||||
| 22. Round | 15/01/2022 | ADO Den Haag | - | TOP Oss | 2:0 | ||||
| 23. Round | 21/01/2022 | Helmond Sport | - | TOP Oss | 1:3 | ||||
| 21. Round | 24/01/2022 | TOP Oss | - | AZ Alkmaar (J) | 1:0 | ||||
| 24. Round | 28/01/2022 | TOP Oss | - | FC Den Bosch | 2:1 | ||||
| 26. Round | 11/02/2022 | TOP Oss | - | FC Eindhoven | 1:2 | ||||
| 29. Round | 04/03/2022 | Telstar | - | TOP Oss | 2:2 | ||||
| 30. Round | 11/03/2022 | TOP Oss | - | Roda JC Kerkrade | 1:2 | ||||
| 31. Round | 18/03/2022 | TOP Oss | - | SBV Excelsior | 1:1 | ||||
| 33. Round | 01/04/2022 | FC Volendam | - | TOP Oss | 1:2 |  |
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| 32. Round | 04/04/2022 | Jong Ajax | - | TOP Oss | 4:1 |  |
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| 35. Round | 15/04/2022 | De Graafschap | - | TOP Oss | 1:2 | |
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| 36. Round | 22/04/2022 | TOP Oss | - | Almere City FC | 2:3 | ||||
| 37. Round | 29/04/2022 | NAC Breda | - | TOP Oss | 3:0 |
Netherlands