1. Round | 09/08/2019 | Helmond Sport | - | FC Volendam | 1:1 | ||||
2. Round | 16/08/2019 | NAC Breda | - | Helmond Sport | 5:1 | ||||
3. Round | 23/08/2019 | Helmond Sport | - | Almere City FC | 1:1 | ||||
4. Round | 30/08/2019 | SBV Excelsior | - | Helmond Sport | 3:1 | ||||
7. Round | 21/09/2019 | Helmond Sport | - | TOP Oss | 0:2 | ||||
11. Round | 18/10/2019 | FC Dordrecht | - | Helmond Sport | 1:2 | ||||
12. Round | 25/10/2019 | Helmond Sport | - | Telstar | 1:4 | ||||
13. Round | 01/11/2019 | FC Den Bosch | - | Helmond Sport | 1:1 | ||||
17. Round | 29/11/2019 | Helmond Sport | - | Jong PSV | 2:3 | ||||
18. Round | 09/12/2019 | AZ Alkmaar (J) | - | Helmond Sport | 4:1 | ||||
19. Round | 13/12/2019 | Helmond Sport | - | Go Ahead Eagles | 1:2 | ||||
20. Round | 20/12/2019 | MVV | - | Helmond Sport | 4:1 | ||||
23. Round | 24/01/2020 | Helmond Sport | - | FC Den Bosch | 0:0 | ||||
24. Round | 31/01/2020 | FC Volendam | - | Helmond Sport | 2:1 | ||||
26. Round | 14/02/2020 | NEC Nijmegen | - | Helmond Sport | 2:0 | ||||
29. Round | 06/03/2020 | Helmond Sport | - | FC Dordrecht | 1:1 |