| 1. Round | 12/08/2023 | Arsenal FC [U18] | - | West Ham United [U18] | 2:0 | ||||
| 2. Round | 19/08/2023 | West Ham United [U18] | - | Fulham FC [U18] | 3:0 | ||||
| 4. Round | 16/09/2023 | West Ham United [U18] | - | Aston Villa [U18] | 5:2 | ||||
| 5. Round | 23/09/2023 | Brighton & Hove Albion [U18] | - | West Ham United [U18] | 1:3 | ||||
| 6. Round | 30/09/2023 | West Ham United [U18] | - | Norwich City [U18] | 2:0 | ||||
| 7. Round | 07/10/2023 | Southampton FC [U18] | - | West Ham United [U18] | 2:2 | ||||
| 8. Round | 28/10/2023 | West Bromwich Albion [U18] | - | West Ham United [U18] | 2:0 |  |
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| 10. Round | 11/11/2023 | Reading FC [U18] | - | West Ham United [U18] | 1:5 | ||||
| 11. Round | 02/12/2023 | West Ham United [U18] | - | Leicester City [U18] | 5:0 |  |
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| 12. Round | 16/12/2023 | Tottenham Hotspur [U18] | - | West Ham United [U18] | 2:4 | |
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| 13. Round | 06/01/2024 | West Ham United [U18] | - | Crystal Palace [U18] | 5:4 | |
England