| 3. Round | 25/08/2023 | Leeds United U21 | - | West Ham United U21 | 2:5 | ||||
| 4. Round | 01/09/2023 | West Ham United U21 | - | Everton FC U21 | 3:1 | ||||
| 9. Round | 01/12/2023 | West Ham United U21 | - | Nottingham Forest U21 | 3:1 | ||||
| 11. Round | 15/01/2024 | West Bromwich Albion U21 | - | West Ham United U21 | 2:4 | ||||
| 17. Round | 15/03/2024 | Brighton & Hove Albion U21 | - | West Ham United U21 | 1:4 | ||||
| 18. Round | 05/04/2024 | West Ham United U21 | - | Derby County U21 | 3:2 | ||||
| 19. Round | 12/04/2024 | Norwich City U21 | - | West Ham United U21 | 0:2 |  |
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| 20. Round | 26/04/2024 | West Ham United U21 | - | Leicester City U21 | 1:3 |
England