| 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 | ||||
| 3. Round | 26/09/2020 | Southampton FC U23 | - | West Ham United U23 | 2:2 | ||||
| 4. Round | 03/10/2020 | West Ham United U23 | - | Brighton & Hove Albion U23 | 2:3 | ||||
| 6. Round | 23/10/2020 | West Ham United U23 | - | Blackburn Rovers U23 | 0:0 | ||||
| 7. Round | 02/11/2020 | Derby County U23 | - | West Ham United U23 | 3:2 | ||||
| 8. Round | 06/11/2020 | West Ham United U23 | - | Liverpool FC U23 | 2:4 |  |
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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 |
England