| 5. Ronde | 03.09.2022 | Everton FC U21 | - | Chelsea FC U21 | 0:2 |  |
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| 7. Ronde | 17.09.2022 | Crystal Palace U21 | - | Chelsea FC U21 | 3:3 | |
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| 9. Ronde | 08.10.2022 | West Ham United U21 | - | Chelsea FC U21 | 0:1 | ||||
| 10. Ronde | 15.10.2022 | Chelsea FC U21 | - | Manchester United U21 | 3:3 | |
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| 13. Ronde | 07.11.2022 | Chelsea FC U21 | - | Tottenham Hotspur U21 | 3:0 | ||||
| 14. Ronde | 09.01.2023 | Leicester City U21 | - | Chelsea FC U21 | 0:2 | ||||
| 15. Ronde | 13.01.2023 | Chelsea FC U21 | - | Wolverhampton Wanderers U21 | 2:0 | ||||
| 16. Ronde | 22.01.2023 | Fulham FC U21 | - | Chelsea FC U21 | 2:4 | |
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| 17. Ronde | 27.01.2023 | Chelsea FC U21 | - | West Ham United U21 | 2:3 |
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