| 1. Round | 16/08/2021 | Tottenham Hotspur U23 | - | Chelsea FC U23 | 2:2 | ||||
| 2. Round | 20/08/2021 | Chelsea FC U23 | - | Manchester United U23 | 1:1 |  |
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| 4. Round | 11/09/2021 | Manchester City U23 | - | Chelsea FC U23 | 4:1 | ||||
| 5. Round | 19/09/2021 | Chelsea FC U23 | - | Arsenal FC U23 | 1:6 | ||||
| 6. Round | 24/09/2021 | Chelsea FC U23 | - | Liverpool FC U23 | 4:3 | ||||
| 17. Round | 17/01/2022 | Crystal Palace U23 | - | Chelsea FC U23 | 3:2 | ||||
| 18. Round | 24/01/2022 | Chelsea FC U23 | - | Manchester City U23 | 0:1 | ||||
| 19. Round | 04/02/2022 | Arsenal FC U23 | - | Chelsea FC U23 | 3:1 | ||||
| 23. Round | 20/03/2022 | Chelsea FC U23 | - | Leeds United U23 | 1:0 | ||||
| 15. Round | 08/04/2022 | Manchester United U23 | - | Chelsea FC U23 | 1:0 | ||||
| 21. Round | 15/04/2022 | Everton FC U23 | - | Chelsea FC U23 | 2:0 | ||||
| 25. Round | 25/04/2022 | Brighton & Hove Albion U23 | - | Chelsea FC U23 | 1:2 | ||||
| 26. Round | 01/05/2022 | Blackburn Rovers U23 | - | Chelsea FC U23 | 4:3 | ||||
| 20. Round | 08/05/2022 | Chelsea FC U23 | - | Tottenham Hotspur U23 | 2:1 | |
England