1. Round | 29/08/2020 | TOP Oss | - | Helmond Sport | 1:2 | ||||
2. Round | 06/09/2020 | Helmond Sport | - | NAC Breda | 0:2 | ||||
4. Round | 18/09/2020 | Helmond Sport | - | FC Volendam | 0:1 | ||||
5. Round | 25/09/2020 | Almere City FC | - | Helmond Sport | 2:0 | ||||
6. Round | 06/10/2020 | Helmond Sport | - | SC Cambuur | 1:5 | ||||
7. Round | 12/10/2020 | FC Den Bosch | - | Helmond Sport | 1:2 | ||||
8. Round | 19/10/2020 | Helmond Sport | - | De Graafschap | 1:2 | ||||
9. Round | 23/10/2020 | Telstar | - | Helmond Sport | 2:0 | ||||
10. Round | 30/10/2020 | Helmond Sport | - | MVV | 1:1 | ||||
11. Round | 06/11/2020 | NEC Nijmegen | - | Helmond Sport | 2:2 | ||||
12. Round | 13/11/2020 | Helmond Sport | - | SBV Excelsior | 2:1 | ||||
13. Round | 20/11/2020 | FC Utrecht (J) | - | Helmond Sport | 2:1 | ||||
14. Round | 27/11/2020 | Helmond Sport | - | Jong PSV | 1:0 | ||||
15. Round | 04/12/2020 | Helmond Sport | - | Go Ahead Eagles | 0:2 | ||||
16. Round | 14/12/2020 | Roda JC Kerkrade | - | Helmond Sport | 2:2 | ||||
24. Round | 23/02/2021 | Jong PSV | - | Helmond Sport | 2:2 | ||||
28. Round | 12/03/2021 | NAC Breda | - | Helmond Sport | 3:2 |