| 1. Round | 13/08/2022 | Arsenal FC [U18] | - | Chelsea FC [U18] | 0:1 | ||||
| 4. Round | 17/09/2022 | Chelsea FC [U18] | - | Norwich City [U18] | 0:1 | ||||
| 5. Round | 01/10/2022 | Crystal Palace [U18] | - | Chelsea FC [U18] | 3:2 | ||||
| 7. Round | 29/10/2022 | West Bromwich Albion [U18] | - | Chelsea FC [U18] | 1:2 | ||||
| 8. Round | 19/11/2022 | Tottenham Hotspur [U18] | - | Chelsea FC [U18] | 1:2 | ||||
| 6. Round | 29/11/2022 | Chelsea FC [U18] | - | West Ham United [U18] | 2:4 | ||||
| 10. Round | 03/12/2022 | Aston Villa [U18] | - | Chelsea FC [U18] | 1:3 |  |
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| 13. Round | 14/01/2023 | Norwich City [U18] | - | Chelsea FC [U18] | 1:7 | ||||
| 14. Round | 28/01/2023 | Chelsea FC [U18] | - | Tottenham Hotspur [U18] | 2:2 | ||||
| 11. Round | 11/03/2023 | Chelsea FC [U18] | - | Brighton & Hove Albion [U18] | 2:3 | ||||
| 17. Round | 26/04/2023 | Fulham FC [U18] | - | Chelsea FC [U18] | 5:2 |
England