| 1. Jornada | 17.08.2018 | FC Dordrecht | - | Helmond Sport | 0:0 | ||||
| 2. Jornada | 24.08.2018 | Helmond Sport | - | FC Twente | 2:2 |  |
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| 3. Jornada | 31.08.2018 | Jong PSV | - | Helmond Sport | 1:1 | ||||
| 4. Jornada | 07.09.2018 | Helmond Sport | - | FC Den Bosch | 0:2 | ||||
| 5. Jornada | 17.09.2018 | Jong Ajax | - | Helmond Sport | 2:0 | ||||
| 6. Jornada | 21.09.2018 | Helmond Sport | - | NEC Nijmegen | 2:3 | |
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| 7. Jornada | 28.09.2018 | Helmond Sport | - | FC Volendam | 2:2 | |
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| 8. Jornada | 05.10.2018 | AZ Alkmaar (J) | - | Helmond Sport | 2:2 | ||||
| 9. Jornada | 12.10.2018 | Helmond Sport | - | Telstar | 1:2 | ||||
| 10. Jornada | 19.10.2018 | SC Cambuur | - | Helmond Sport | 3:1 | ||||
| 11. Jornada | 26.10.2018 | Helmond Sport | - | MVV | 1:1 | ||||
| 12. Jornada | 02.11.2018 | Helmond Sport | - | Almere City FC | 1:2 | ||||
| 13. Jornada | 09.11.2018 | Roda JC Kerkrade | - | Helmond Sport | 3:0 | ||||
| 14. Jornada | 17.11.2018 | Helmond Sport | - | RKC Waalwijk | 0:2 | ||||
| 17. Jornada | 07.12.2018 | Go Ahead Eagles | - | Helmond Sport | 1:0 |  |
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| 18. Jornada | 14.12.2018 | TOP Oss | - | Helmond Sport | 1:1 | ||||
| 19. Jornada | 21.12.2018 | Helmond Sport | - | FC Utrecht (J) | 2:0 |
Surinam