| 1. Round | 12/08/2023 | Wolverhampton Wanderers [U18] | - | Blackburn Rovers [U18] | 1:1 |  |
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| 5. Round | 23/09/2023 | Wolverhampton Wanderers [U18] | - | Middlesbrough FC [U18] | 1:2 | ||||
| 6. Round | 30/09/2023 | Nottingham Forest [U18] | - | Wolverhampton Wanderers [U18] | 1:1 |  |
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| 7. Round | 07/10/2023 | Wolverhampton Wanderers [U18] | - | Leeds United [U18] | 3:1 | |
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| 11. Round | 02/12/2023 | Manchester United [U18] | - | Wolverhampton Wanderers [U18] | 2:0 | ||||
| 13. Round | 06/01/2024 | Newcastle United [U18] | - | Wolverhampton Wanderers [U18] | 3:2 | ||||
| 15. Round | 27/01/2024 | Middlesbrough FC [U18] | - | Wolverhampton Wanderers [U18] | 2:0 | ||||
| 19. Round | 09/03/2024 | Stoke City [U18] | - | Wolverhampton Wanderers [U18] | 1:2 |
USA