1. Round | 11/08/2023 | Roda JC Kerkrade | - | Helmond Sport | 4:1 | ||||
2. Round | 18/08/2023 | Helmond Sport | - | FC Den Bosch | 1:0 | ||||
21. Round | 12/01/2024 | FC Dordrecht | - | Helmond Sport | 2:0 | ||||
28. Round | 01/03/2024 | Helmond Sport | - | VVV-Venlo | 1:1 | ||||
29. Round | 08/03/2024 | FC Utrecht (J) | - | Helmond Sport | 0:1 | ||||
31. Round | 11/03/2024 | Helmond Sport | - | AZ Alkmaar (J) | 3:1 | ||||
30. Round | 15/03/2024 | TOP Oss | - | Helmond Sport | 1:0 | ||||
32. Round | 29/03/2024 | Helmond Sport | - | Willem II | 0:2 | ||||
33. Round | 05/04/2024 | MVV | - | Helmond Sport | 3:0 | ||||
34. Round | 12/04/2024 | ADO Den Haag | - | Helmond Sport | 0:1 | ||||
35. Round | 19/04/2024 | Helmond Sport | - | Jong Ajax | 3:1 | ||||
36. Round | 29/04/2024 | FC Emmen | - | Helmond Sport | 3:0 | ||||
37. Round | 03/05/2024 | Helmond Sport | - | FC Eindhoven | 2:0 |