| 1. Round | 02/09/2023 | SBV Excelsior [U18] | - | FC Den Bosch [U18] | 3:1 | ||||
| 2. Round | 09/09/2023 | FC Den Bosch [U18] | - | FC Eindhoven [U18] | 0:3 | ||||
| 3. Round | 16/09/2023 | AFC '34 [U18] | - | FC Den Bosch [U18] | 1:2 | ||||
| 4. Round | 23/09/2023 | FC Volendam [U18] | - | FC Den Bosch [U18] | 4:0 |  |
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| 5. Round | 30/09/2023 | FC Den Bosch [U18] | - | Go Ahead Eagles [U18] | 3:3 | |
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| 7. Round | 14/10/2023 | Almere City FC [U18] | - | FC Den Bosch [U18] | 1:2 | |
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| 8. Round | 28/10/2023 | Go Ahead Eagles [U18] | - | FC Den Bosch [U18] | 6:0 | ||||
| 10. Round | 11/11/2023 | FC Den Bosch [U18] | - | Almere City FC [U18] | 1:2 | ||||
| 11. Round | 21/11/2023 | NEC Nijmegen [U18] | - | FC Den Bosch [U18] | 2:1 |
Netherlands