| 4. Round | 02/10/2020 | Chelsea FC [U18] | - | Crystal Palace [U18] | 0:1 | ||||
| 5. Round | 17/10/2020 | Reading FC [U18] | - | Chelsea FC [U18] | 2:5 | ||||
| 6. Round | 23/10/2020 | Chelsea FC [U18] | - | Norwich City [U18] | 4:3 | ||||
| 7. Round | 06/02/2021 | West Bromwich Albion [U18] | - | Chelsea FC [U18] | 2:3 | ||||
| 18. Round | 20/02/2021 | Chelsea FC [U18] | - | Reading FC [U18] | 1:2 | ||||
| 19. Round | 27/02/2021 | Norwich City [U18] | - | Chelsea FC [U18] | 1:2 | ||||
| 14. Round | 03/03/2021 | Chelsea FC [U18] | - | Brighton & Hove Albion [U18] | 2:3 |  |
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| 21. Round | 20/03/2021 | Leicester City [U18] | - | Chelsea FC [U18] | 2:2 | ||||
| 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 | ||||
| 25. Round | 12/05/2021 | Chelsea FC [U18] | - | Arsenal FC [U18] | 1:2 |
Germany
Nigeria