1. Round | 11/08/2023 | Roda JC Kerkrade | - | Helmond Sport | 4:1 | ||||
3. Round | 28/08/2023 | Jong PSV | - | Helmond Sport | 2:1 | ||||
4. Round | 01/09/2023 | Helmond Sport | - | SC Cambuur | 2:1 | ||||
6. Round | 15/09/2023 | Helmond Sport | - | TOP Oss | 1:1 | ||||
7. Round | 22/09/2023 | Helmond Sport | - | FC Groningen | 1:2 | ||||
8. Round | 01/10/2023 | VVV-Venlo | - | Helmond Sport | 0:4 | ||||
13. Round | 03/11/2023 | Helmond Sport | - | Telstar | 1:0 | ||||
15. Round | 27/11/2023 | Jong Ajax | - | Helmond Sport | 4:1 | ||||
21. Round | 12/01/2024 | FC Dordrecht | - | Helmond Sport | 2:0 | ||||
22. Round | 19/01/2024 | Helmond Sport | - | Jong PSV | 2:2 |