| 30. Round | 25/03/2019 | Almere City FC | - | TOP Oss | 3:0 | ||||
| 31. Round | 29/03/2019 | TOP Oss | - | AZ Alkmaar (J) | 1:0 | ||||
| 32. Round | 01/04/2019 | FC Eindhoven | - | TOP Oss | 2:1 | ||||
| 33. Round | 05/04/2019 | TOP Oss | - | FC Volendam | 0:0 | ||||
| 34. Round | 14/04/2019 | Sparta Rotterdam | - | TOP Oss | 1:4 | ||||
| 35. Round | 19/04/2019 | Roda JC Kerkrade | - | TOP Oss | 1:1 | ||||
| 36. Round | 22/04/2019 | TOP Oss | - | Go Ahead Eagles | 1:0 | ||||
| 37. Round | 26/04/2019 | TOP Oss | - | FC Dordrecht | 1:0 | ||||
| 38. Round | 03/05/2019 | Helmond Sport | - | TOP Oss | 0:4 |
Spain