| 7. Jornada | 16.09.2022 | Helmond Sport | - | FC Dordrecht | 2:1 | ||||
| 10. Jornada | 07.10.2022 | Jong Ajax | - | Helmond Sport | 0:1 |  |
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| 11. Jornada | 14.10.2022 | Helmond Sport | - | Willem II | 1:3 | ||||
| 12. Jornada | 24.10.2022 | Jong PSV | - | Helmond Sport | 6:0 | ||||
| 16. Jornada | 18.11.2022 | Helmond Sport | - | De Graafschap | 0:2 | ||||
| 19. Jornada | 06.01.2023 | VVV-Venlo | - | Helmond Sport | 1:1 | ||||
| 20. Jornada | 13.01.2023 | Helmond Sport | - | NAC Breda | 2:2 | ||||
| 21. Jornada | 23.01.2023 | AZ Alkmaar (J) | - | Helmond Sport | 1:1 | ||||
| 22. Jornada | 27.01.2023 | Helmond Sport | - | Jong Ajax | 1:1 | ||||
| 23. Jornada | 03.02.2023 | Willem II | - | Helmond Sport | 5:1 | ||||
| 24. Jornada | 10.02.2023 | Helmond Sport | - | Roda JC Kerkrade | 1:0 | ||||
| 25. Jornada | 17.02.2023 | Almere City FC | - | Helmond Sport | 0:0 |
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