| 1. Jornada | 29.08.2020 | TOP Oss | - | Helmond Sport | 1:2 | ||||
| 2. Jornada | 06.09.2020 | Helmond Sport | - | NAC Breda | 0:2 | ||||
| 3. Jornada | 11.09.2020 | FC Eindhoven | - | Helmond Sport | 0:0 |  |
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| 7. Jornada | 12.10.2020 | FC Den Bosch | - | Helmond Sport | 1:2 | ||||
| 8. Jornada | 19.10.2020 | Helmond Sport | - | De Graafschap | 1:2 | ||||
| 10. Jornada | 30.10.2020 | Helmond Sport | - | MVV | 1:1 | ||||
| 14. Jornada | 27.11.2020 | Helmond Sport | - | Jong PSV | 1:0 | ||||
| 19. Jornada | 09.01.2021 | Jong Ajax | - | Helmond Sport | 2:2 | ||||
| 22. Jornada | 29.01.2021 | Helmond Sport | - | Telstar | 1:1 | ||||
| 23. Jornada | 16.02.2021 | Helmond Sport | - | Almere City FC | 2:1 | ||||
| 26. Jornada | 27.02.2021 | FC Dordrecht | - | Helmond Sport | 2:1 |
Países Bajos