| 32. Round | 27/03/2009 | RKC Waalwijk | - | Helmond Sport | 3:0 | ||||
| 33. Round | 03/04/2009 | Helmond Sport | - | FC Omniworld | 1:0 | ||||
| 34. Round | 10/04/2009 | SC Cambuur | - | Helmond Sport | 2:0 | ||||
| 35. Round | 17/04/2009 | Helmond Sport | - | FC Den Bosch | 3:0 | ||||
| 38. Round | 08/05/2009 | SBV Excelsior | - | Helmond Sport | 1:0 |
Netherlands