| 23. Round | 17/01/2014 | Helmond Sport | - | VVV-Venlo | 1:2 | ||||
| 24. Round | 24/01/2014 | FC Eindhoven | - | Helmond Sport | 0:0 |  |
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| 25. Round | 31/01/2014 | Helmond Sport | - | SBV Excelsior | 2:1 | ||||
| 26. Round | 10/02/2014 | Jong PSV | - | Helmond Sport | 3:0 | ||||
| 27. Round | 14/02/2014 | Helmond Sport | - | FC Oss | 3:1 | ||||
| 28. Round | 22/02/2014 | Willem II | - | Helmond Sport | 1:1 | ||||
| 29. Round | 28/02/2014 | Helmond Sport | - | Sparta Rotterdam | 1:1 | ||||
| 33. Round | 28/03/2014 | FC Dordrecht | - | Helmond Sport | 1:0 | ||||
| 34. Round | 04/04/2014 | Helmond Sport | - | FC Volendam | 0:1 | ||||
| 35. Round | 11/04/2014 | Almere City FC | - | Helmond Sport | 0:1 |  |
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| 36. Round | 18/04/2014 | Helmond Sport | - | Jong FC Twente | 5:1 | |
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| 37. Round | 21/04/2014 | Jong Ajax | - | Helmond Sport | 4:0 | ||||
| 38. Round | 25/04/2014 | Helmond Sport | - | FC Den Bosch | 1:2 |
Belgium