| 1. Round | 08/08/2022 | Wolverhampton Wanderers U21 | - | Chelsea FC U21 | 1:7 |  |
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| 4. Round | 26/08/2022 | Chelsea FC U21 | - | Manchester City U21 | 2:2 | |
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| 16. Round | 22/01/2023 | Fulham FC U21 | - | Chelsea FC U21 | 2:4 | ||||
| 17. Round | 27/01/2023 | Chelsea FC U21 | - | West Ham United U21 | 2:3 | ||||
| 18. Round | 11/02/2023 | Blackburn Rovers U21 | - | Chelsea FC U21 | 2:3 | ||||
| 19. Round | 19/02/2023 | Liverpool FC U21 | - | Chelsea FC U21 | 0:0 | ||||
| 20. Round | 27/02/2023 | Chelsea FC U21 | - | Arsenal FC U21 | 1:0 | ||||
| 21. Round | 06/03/2023 | Manchester United U21 | - | Chelsea FC U21 | 1:3 | ||||
| 6. Round | 11/03/2023 | Chelsea FC U21 | - | Liverpool FC U21 | 3:1 | ||||
| 22. Round | 17/03/2023 | Chelsea FC U21 | - | Everton FC U21 | 1:1 | ||||
| 23. Round | 03/04/2023 | Chelsea FC U21 | - | Crystal Palace U21 | 1:2 | ||||
| 24. Round | 16/04/2023 | Manchester City U21 | - | Chelsea FC U21 | 3:1 | |
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| 25. Round | 24/04/2023 | Tottenham Hotspur U21 | - | Chelsea FC U21 | 3:2 | ||||
| 26. Round | 28/04/2023 | Chelsea FC U21 | - | Brighton & Hove Albion U21 | 1:4 |
England