| 8. Round | 07/11/2020 | Chelsea FC [U18] | - | Leicester City [U18] | 8:1 | ||||
| 9. Round | 21/11/2020 | Chelsea FC [U18] | - | Aston Villa [U18] | 2:4 | ||||
| 15. Round | 23/01/2021 | West Ham United [U18] | - | Chelsea FC [U18] | 0:4 | ||||
| 14. Round | 03/03/2021 | Chelsea FC [U18] | - | Brighton & Hove Albion [U18] | 2:3 | ||||
| 13. Round | 06/03/2021 | Chelsea FC [U18] | - | Tottenham Hotspur [U18] | 1:6 | ||||
| 20. Round | 13/03/2021 | Chelsea FC [U18] | - | West Bromwich Albion [U18] | 2:1 | ||||
| 17. Round | 16/03/2021 | Crystal Palace [U18] | - | Chelsea FC [U18] | 2:1 |  |
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| 22. Round | 10/04/2021 | Aston Villa [U18] | - | Chelsea FC [U18] | 0:7 | ||||
| 12. Round | 20/04/2021 | Arsenal FC [U18] | - | Chelsea FC [U18] | 2:1 | ||||
| 26. Round | 08/05/2021 | Tottenham Hotspur [U18] | - | Chelsea FC [U18] | 0:1 |  |
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| 25. Round | 12/05/2021 | Chelsea FC [U18] | - | Arsenal FC [U18] | 1:2 | ||||
| 23. Round | 15/05/2021 | Chelsea FC [U18] | - | Fulham FC [U18] | 0:3 |
England