| 1. Round | 14/09/2020 | Chelsea FC U23 | - | West Ham United U23 | 1:0 | ||||
| 2. Round | 18/09/2020 | Tottenham Hotspur U23 | - | West Ham United U23 | 3:0 | ||||
| 4. Round | 03/10/2020 | West Ham United U23 | - | Brighton & Hove Albion U23 | 2:3 | ||||
| 7. Round | 02/11/2020 | Derby County U23 | - | West Ham United U23 | 3:2 |  |
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| 9. Round | 23/11/2020 | Leicester City U23 | - | West Ham United U23 | 2:1 | ||||
| 10. Round | 27/11/2020 | West Ham United U23 | - | Manchester United U23 | 2:0 | ||||
| 11. Round | 14/12/2020 | Everton FC U23 | - | West Ham United U23 | 2:1 | ||||
| 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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| 19. Round | 19/02/2021 | Blackburn Rovers U23 | - | West Ham United U23 | 4:1 | ||||
| 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 | ||||
| 21. Round | 13/03/2021 | Liverpool FC U23 | - | West Ham United U23 | 1:1 | ||||
| 22. Round | 19/03/2021 | West Ham United U23 | - | Leicester City U23 | 3:1 | |
England