3. Round | 31/08/2018 | Jong PSV | - | Helmond Sport | 1:1 | ||||
8. Round | 05/10/2018 | AZ Alkmaar (J) | - | Helmond Sport | 2:2 | ||||
9. Round | 12/10/2018 | Helmond Sport | - | Telstar | 1:2 | ||||
10. Round | 19/10/2018 | SC Cambuur | - | Helmond Sport | 3:1 | ||||
11. Round | 26/10/2018 | Helmond Sport | - | MVV | 1:1 | ||||
16. Round | 30/11/2018 | Helmond Sport | - | Sparta Rotterdam | 3:0 | ||||
17. Round | 07/12/2018 | Go Ahead Eagles | - | Helmond Sport | 1:0 | ||||
19. Round | 21/12/2018 | Helmond Sport | - | FC Utrecht (J) | 2:0 | ||||
20. Round | 13/01/2019 | Telstar | - | Helmond Sport | 1:1 | ||||
27. Round | 01/03/2019 | Helmond Sport | - | Jong PSV | 0:2 | ||||
28. Round | 08/03/2019 | FC Den Bosch | - | Helmond Sport | 3:0 | ||||
29. Round | 15/03/2019 | Helmond Sport | - | Go Ahead Eagles | 1:1 | ||||
30. Round | 22/03/2019 | RKC Waalwijk | - | Helmond Sport | 2:1 | ||||
31. Round | 29/03/2019 | Helmond Sport | - | Roda JC Kerkrade | 4:0 | ||||
32. Round | 01/04/2019 | Almere City FC | - | Helmond Sport | 3:0 |