| 1. Round | 02/09/2023 | PEC Zwolle [U18] | - | Willem II [U18] | 0:3 |  |
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| 2. Round | 09/09/2023 | Willem II [U18] | - | SC Cambuur [U18] | 5:1 | |
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| 3. Round | 16/09/2023 | Twente/Heracles [U18] | - | Willem II [U18] | 2:4 | |
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| 4. Round | 23/09/2023 | Willem II [U18] | - | NAC Breda [U18] | 2:0 | |
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| 5. Round | 30/09/2023 | sc Heerenveen [U18] | - | Willem II [U18] | 4:1 | ||||
| 6. Round | 07/10/2023 | Willem II [U18] | - | FC Groningen [U18] | 2:1 | |
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| 7. Round | 14/10/2023 | De Graafschap [U18] | - | Willem II [U18] | 4:3 | |
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| 8. Round | 28/10/2023 | Willem II [U18] | - | sc Heerenveen [U18] | 1:1 | |
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| 9. Round | 04/11/2023 | NAC Breda [U18] | - | Willem II [U18] | 1:1 | ||||
| 10. Round | 11/11/2023 | Willem II [U18] | - | De Graafschap [U18] | 4:3 | ||||
| 11. Round | 18/11/2023 | FC Groningen [U18] | - | Willem II [U18] | 5:2 | ||||
| 12. Round | 25/11/2023 | Willem II [U18] | - | Twente/Heracles [U18] | 2:5 | ||||
| 13. Round | 09/12/2023 | SC Cambuur [U18] | - | Willem II [U18] | 1:3 | |
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| 14. Round | 16/12/2023 | Willem II [U18] | - | PEC Zwolle [U18] | 4:0 | |
Netherlands