| 1. Round | 11/08/2023 | Arsenal FC U21 | - | West Ham United U21 | 3:0 | ||||
| 7. Round | 27/10/2023 | West Ham United U21 | - | Middlesbrough FC U21 | 5:0 | ||||
| 8. Round | 04/11/2023 | Liverpool FC U21 | - | West Ham United U21 | 0:4 | ||||
| 10. Round | 18/12/2023 | Crystal Palace U21 | - | West Ham United U21 | 1:5 |  |
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| 11. Round | 15/01/2024 | West Bromwich Albion U21 | - | West Ham United U21 | 2:4 | ||||
| 12. Round | 26/01/2024 | West Ham United U21 | - | Stoke City U21 | 3:1 | ||||
| 20. Round | 26/04/2024 | West Ham United U21 | - | Leicester City U21 | 1:3 |
Northern Ireland