| 23. Round | 01/02/2019 | FC Twente | - | Helmond Sport | 4:1 |  |
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| 24. Round | 08/02/2019 | Helmond Sport | - | FC Dordrecht | 1:2 | ||||
| 25. Round | 15/02/2019 | FC Volendam | - | Helmond Sport | 1:0 | ||||
| 26. Round | 22/02/2019 | Helmond Sport | - | AZ Alkmaar (J) | 1:3 | ||||
| 37. Round | 26/04/2019 | FC Utrecht (J) | - | Helmond Sport | 1:1 | ||||
| 38. Round | 03/05/2019 | Helmond Sport | - | TOP Oss | 0:4 |
Greece