| 19. Round | 27/01/2019 | FC Utrecht | - | Willem II | 0:1 | ||||
| 20. Round | 02/02/2019 | Willem II | - | FC Groningen | 1:2 | ||||
| 21. Round | 09/02/2019 | VVV-Venlo | - | Willem II | 2:1 | ||||
| 22. Round | 16/02/2019 | Vitesse | - | Willem II | 3:2 |  |
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| 23. Round | 24/02/2019 | Willem II | - | AZ Alkmaar | 2:1 | ||||
| 24. Round | 03/03/2019 | sc Heerenveen | - | Willem II | 4:2 | |
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| 25. Round | 09/03/2019 | Willem II | - | De Graafschap | 3:2 | |
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| 26. Round | 16/03/2019 | Feyenoord | - | Willem II | 2:3 | |
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| 27. Round | 30/03/2019 | Willem II | - | Fortuna Sittard | 3:2 | |
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| 28. Round | 02/04/2019 | Heracles Almelo | - | Willem II | 3:4 | |
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| 29. Round | 06/04/2019 | Willem II | - | AFC Ajax | 1:4 | |
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| 30. Round | 14/04/2019 | Willem II | - | PEC Zwolle | 2:0 | |
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| 31. Round | 21/04/2019 | SBV Excelsior | - | Willem II | 1:1 | ||||
| 32. Round | 25/04/2019 | Willem II | - | PSV Eindhoven | 0:3 | ||||
| 34. Round | 12/05/2019 | Willem II | - | FC Emmen | 2:3 | |
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| 33. Round | 15/05/2019 | ADO Den Haag | - | Willem II | 6:2 |
Sweden
Eritrea 
