| 1. Round | 14/08/2023 | Jong PSV | - | Telstar | 1:0 | ||||
| 3. Round | 28/08/2023 | AZ Alkmaar (J) | - | Telstar | 3:1 |  |
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| 6. Round | 15/09/2023 | Roda JC Kerkrade | - | Telstar | 3:0 |  |
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| 18. Round | 08/12/2023 | FC Groningen | - | Telstar | 2:0 | ||||
| 21. Round | 12/01/2024 | Telstar | - | AZ Alkmaar (J) | 1:1 | ||||
| 22. Round | 19/01/2024 | TOP Oss | - | Telstar | 1:0 | ||||
| 23. Round | 26/01/2024 | Telstar | - | FC Den Bosch | 0:0 | ||||
| 24. Round | 02/02/2024 | MVV | - | Telstar | 6:1 | ||||
| 25. Round | 09/02/2024 | Telstar | - | Helmond Sport | 3:2 | ||||
| 26. Round | 16/02/2024 | Telstar | - | NAC Breda | 1:1 | |
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| 27. Round | 26/02/2024 | Jong Ajax | - | Telstar | 0:3 | ||||
| 28. Round | 01/03/2024 | Telstar | - | Roda JC Kerkrade | 1:1 | ||||
| 29. Round | 08/03/2024 | FC Dordrecht | - | Telstar | 2:0 | ||||
| 30. Round | 15/03/2024 | Telstar | - | ADO Den Haag | 3:1 | ||||
| 31. Round | 23/03/2024 | SC Cambuur | - | Telstar | 1:0 | ||||
| 32. Round | 29/03/2024 | Telstar | - | FC Utrecht (J) | 5:1 | ||||
| 33. Round | 05/04/2024 | Telstar | - | Jong PSV | 3:1 | ||||
| 34. Round | 12/04/2024 | De Graafschap | - | Telstar | 5:1 | ||||
| 35. Round | 19/04/2024 | Telstar | - | FC Emmen | 2:3 |  |
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| 37. Round | 03/05/2024 | Telstar | - | FC Groningen | 1:1 | ||||
| 38. Round | 10/05/2024 | Willem II | - | Telstar | 3:2 |  |
Netherlands