| 1. Round | 13/08/2023 | FC Eindhoven | - | Willem II | 1:1 |  |
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| 2. Round | 18/08/2023 | Willem II | - | FC Dordrecht | 2:0 | ||||
| 3. Round | 27/08/2023 | FC Groningen | - | Willem II | 0:0 | ||||
| 5. Round | 08/09/2023 | Willem II | - | MVV | 2:1 | ||||
| 13. Round | 06/11/2023 | Jong Ajax | - | Willem II | 1:0 | ||||
| 21. Round | 12/01/2024 | TOP Oss | - | Willem II | 0:5 | ||||
| 22. Round | 19/01/2024 | Willem II | - | Jong Ajax | 1:1 | ||||
| 25. Round | 09/02/2024 | De Graafschap | - | Willem II | 0:2 | ||||
| 26. Round | 16/02/2024 | Willem II | - | ADO Den Haag | 2:1 | ||||
| 30. Round | 15/03/2024 | FC Den Bosch | - | Willem II | 1:4 | |
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| 31. Round | 23/03/2024 | Willem II | - | VVV-Venlo | 2:0 | ||||
| 32. Round | 29/03/2024 | Helmond Sport | - | Willem II | 0:2 | ||||
| 34. Round | 12/04/2024 | Willem II | - | AZ Alkmaar (J) | 4:1 | ||||
| 35. Round | 20/04/2024 | MVV | - | Willem II | 1:1 | ||||
| 36. Round | 26/04/2024 | Willem II | - | FC Groningen | 1:1 |
Netherlands