| 1. Round | 17/08/2018 | RKC Waalwijk | - | Telstar | 1:0 | ||||
| 2. Round | 24/08/2018 | Telstar | - | MVV | 0:1 | ||||
| 3. Round | 31/08/2018 | Telstar | - | FC Utrecht (J) | 2:0 |  |
|||
| 4. Round | 07/09/2018 | FC Dordrecht | - | Telstar | 1:4 | ||||
| 5. Round | 14/09/2018 | SC Cambuur | - | Telstar | 2:0 |  |
|||
| 7. Round | 28/09/2018 | Telstar | - | TOP Oss | 1:0 | ||||
| 8. Round | 05/10/2018 | Jong Ajax | - | Telstar | 3:0 | ||||
| 10. Round | 19/10/2018 | Telstar | - | NEC Nijmegen | 0:3 | ||||
| 11. Round | 26/10/2018 | Sparta Rotterdam | - | Telstar | 3:2 | ||||
| 12. Round | 04/11/2018 | Telstar | - | Go Ahead Eagles | 2:1 | ||||
| 13. Round | 09/11/2018 | FC Eindhoven | - | Telstar | 1:2 |  |
|||
| 15. Round | 23/11/2018 | Roda JC Kerkrade | - | Telstar | 3:0 | ||||
| 29. Round | 15/03/2019 | Telstar | - | AZ Alkmaar (J) | 1:0 | ||||
| 30. Round | 22/03/2019 | FC Den Bosch | - | Telstar | 3:4 | ||||
| 31. Round | 29/03/2019 | Telstar | - | FC Eindhoven | 1:1 | ||||
| 32. Round | 01/04/2019 | Go Ahead Eagles | - | Telstar | 2:3 | ||||
| 33. Round | 05/04/2019 | Telstar | - | SC Cambuur | 4:2 | ||||
| 37. Round | 26/04/2019 | Telstar | - | FC Volendam | 1:1 |
Netherlands