1. Round | 05/08/2022 | NAC Breda | - | Helmond Sport | 1:0 | ||||
2. Round | 12/08/2022 | Helmond Sport | - | AZ Alkmaar (J) | 1:3 | ||||
3. Round | 19/08/2022 | Helmond Sport | - | FC Eindhoven | 0:1 | ||||
6. Round | 09/09/2022 | FC Utrecht (J) | - | Helmond Sport | 2:0 | ||||
7. Round | 16/09/2022 | Helmond Sport | - | FC Dordrecht | 2:1 | ||||
8. Round | 23/09/2022 | Heracles Almelo | - | Helmond Sport | 2:0 | ||||
9. Round | 30/09/2022 | Helmond Sport | - | TOP Oss | 1:2 | ||||
10. Round | 07/10/2022 | Jong Ajax | - | Helmond Sport | 0:1 | ||||
11. Round | 14/10/2022 | Helmond Sport | - | Willem II | 1:3 | ||||
12. Round | 24/10/2022 | Jong PSV | - | Helmond Sport | 6:0 | ||||
13. Round | 28/10/2022 | Helmond Sport | - | ADO Den Haag | 2:1 | ||||
14. Round | 04/11/2022 | MVV | - | Helmond Sport | 4:0 | ||||
15. Round | 12/11/2022 | Roda JC Kerkrade | - | Helmond Sport | 0:1 | ||||
16. Round | 18/11/2022 | Helmond Sport | - | De Graafschap | 0:2 | ||||
29. Round | 17/03/2023 | Helmond Sport | - | Telstar | 2:2 | ||||
30. Round | 26/03/2023 | FC Dordrecht | - | Helmond Sport | 0:0 | ||||
34. Round | 21/04/2023 | Helmond Sport | - | Heracles Almelo | 0:1 |