| 1. Round | 13/08/2023 | FC Eindhoven | - | Willem II | 1:1 | ||||
| 2. Round | 18/08/2023 | Willem II | - | FC Dordrecht | 2:0 | ||||
| 3. Round | 27/08/2023 | FC Groningen | - | Willem II | 0:0 | ||||
| 4. Round | 05/09/2023 | Willem II | - | NAC Breda | 1:4 |  |
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| 10. Round | 15/10/2023 | Willem II | - | FC Den Bosch | 3:1 | ||||
| 13. Round | 06/11/2023 | Jong Ajax | - | Willem II | 1:0 | ||||
| 15. Round | 17/11/2023 | VVV-Venlo | - | Willem II | 1:3 | ||||
| 16. Round | 24/11/2023 | Telstar | - | Willem II | 1:5 | ||||
| 17. Round | 01/12/2023 | Willem II | - | FC Emmen | 3:0 | ||||
| 18. Round | 08/12/2023 | ADO Den Haag | - | Willem II | 1:1 |
Netherlands