| 1. Ronde | 11.08.2023 | Wolverhampton Wanderers U21 | - | Fulham FC U21 | 2:3 |  |
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| 2. Ronde | 21.08.2023 | Stoke City U21 | - | Wolverhampton Wanderers U21 | 2:1 |  |
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| 3. Ronde | 25.08.2023 | Middlesbrough FC U21 | - | Wolverhampton Wanderers U21 | 3:2 | ||||
| 4. Ronde | 01.09.2023 | Wolverhampton Wanderers U21 | - | Crystal Palace U21 | 3:2 | ||||
| 5. Ronde | 24.09.2023 | Liverpool FC U21 | - | Wolverhampton Wanderers U21 | 2:0 | ||||
| 6. Ronde | 02.10.2023 | Wolverhampton Wanderers U21 | - | Leeds United U21 | 2:0 | |
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| 7. Ronde | 30.10.2023 | Wolverhampton Wanderers U21 | - | Southampton FC U21 | 2:1 | ||||
| 8. Ronde | 03.11.2023 | Nottingham Forest U21 | - | Wolverhampton Wanderers U21 | 2:2 | |
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| 9. Ronde | 04.12.2023 | Leicester City U21 | - | Wolverhampton Wanderers U21 | 1:3 | |
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| 10. Ronde | 18.12.2023 | Wolverhampton Wanderers U21 | - | Blackburn Rovers U21 | 1:2 | |
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| 13. Ronde | 11.02.2024 | Manchester City U21 | - | Wolverhampton Wanderers U21 | 3:3 | ||||
| 14. Ronde | 19.02.2024 | Wolverhampton Wanderers U21 | - | West Bromwich Albion U21 | 3:0 |
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