| 11. Round | 14/12/2020 | Chelsea FC U23 | - | Tottenham Hotspur U23 | 3:2 | ||||
| 12. Round | 18/12/2020 | Chelsea FC U23 | - | Manchester United U23 | 6:1 |  |
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| 17. Round | 05/02/2021 | Arsenal FC U23 | - | Chelsea FC U23 | 2:2 | ||||
| 18. Round | 15/02/2021 | Derby County U23 | - | Chelsea FC U23 | 2:1 | ||||
| 19. Round | 19/02/2021 | Chelsea FC U23 | - | Liverpool FC U23 | 2:3 | ||||
| 16. Round | 07/03/2021 | Chelsea FC U23 | - | Brighton & Hove Albion U23 | 0:0 | ||||
| 21. Round | 12/03/2021 | Chelsea FC U23 | - | Everton FC U23 | 2:1 | ||||
| 25. Round | 23/04/2021 | Manchester United U23 | - | Chelsea FC U23 | 4:2 | ||||
| 26. Round | 30/04/2021 | Chelsea FC U23 | - | Blackburn Rovers U23 | 1:0 |
England
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