| 15. Round | 22/01/2021 | West Ham United U23 | - | Tottenham Hotspur U23 | 1:2 | ||||
| 16. Round | 29/01/2021 | West Ham United U23 | - | Southampton FC U23 | 3:1 |  |
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| 17. Round | 05/02/2021 | Brighton & Hove Albion U23 | - | West Ham United U23 | 6:1 |  |
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| 20. Round | 26/02/2021 | West Ham United U23 | - | Derby County U23 | 0:0 | ||||
| 12. Round | 08/03/2021 | Manchester City U23 | - | West Ham United U23 | 5:0 | ||||
| 22. Round | 19/03/2021 | West Ham United U23 | - | Leicester City U23 | 3:1 | ||||
| 14. Round | 06/04/2021 | West Ham United U23 | - | Chelsea FC U23 | 1:1 | ||||
| 23. Round | 09/04/2021 | Manchester United U23 | - | West Ham United U23 | 2:3 | ||||
| 24. Round | 19/04/2021 | West Ham United U23 | - | Everton FC U23 | 2:1 | ||||
| 25. Round | 23/04/2021 | West Ham United U23 | - | Manchester City U23 | 0:1 | ||||
| 26. Round | 01/05/2021 | Arsenal FC U23 | - | West Ham United U23 | 1:2 | ||||
| 13. Round | 07/05/2021 | West Ham United U23 | - | Arsenal FC U23 | 2:2 |
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