| 1. Round | 14/08/2023 | Jong PSV | - | Telstar | 1:0 | ||||
| 2. Round | 18/08/2023 | Telstar | - | SC Cambuur | 2:3 | ||||
| 3. Round | 28/08/2023 | AZ Alkmaar (J) | - | Telstar | 3:1 | ||||
| 4. Round | 01/09/2023 | Telstar | - | FC Eindhoven | 0:1 | ||||
| 5. Round | 09/09/2023 | Telstar | - | VVV-Venlo | 1:2 |  |
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| 7. Round | 22/09/2023 | ADO Den Haag | - | Telstar | 1:1 |  |
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| 8. Round | 29/09/2023 | Telstar | - | Jong Ajax | 3:2 | ||||
| 9. Round | 06/10/2023 | FC Emmen | - | Telstar | 2:0 | ||||
| 29. Round | 08/03/2024 | FC Dordrecht | - | Telstar | 2:0 | ||||
| 30. Round | 15/03/2024 | Telstar | - | ADO Den Haag | 3:1 | |
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| 31. Round | 23/03/2024 | SC Cambuur | - | Telstar | 1:0 | ||||
| 32. Round | 29/03/2024 | Telstar | - | FC Utrecht (J) | 5:1 | |
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| 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 | ||||
| 36. Round | 28/04/2024 | FC Eindhoven | - | Telstar | 1:1 | ||||
| 37. Round | 03/05/2024 | Telstar | - | FC Groningen | 1:1 | ||||
| 38. Round | 10/05/2024 | Willem II | - | Telstar | 3:2 |
Netherlands