| 1. Round | 11/08/2023 | Chelsea FC U21 | - | Blackburn Rovers U21 | 6:1 | ||||
| 7. Round | 27/10/2023 | Chelsea FC U21 | - | Leicester City U21 | 1:1 | ||||
| 8. Round | 03/11/2023 | Chelsea FC U21 | - | Fulham FC U21 | 2:2 | ||||
| 12. Round | 27/01/2024 | Chelsea FC U21 | - | Reading FC U21 | 3:2 | ||||
| 13. Round | 09/02/2024 | West Ham United U21 | - | Chelsea FC U21 | 0:2 |  |
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| 14. Round | 19/02/2024 | Leeds United U21 | - | Chelsea FC U21 | 0:2 | ||||
| 16. Round | 08/03/2024 | Newcastle United U21 | - | Chelsea FC U21 | 1:7 | |
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| 19. Round | 12/04/2024 | Crystal Palace U21 | - | Chelsea FC U21 | 2:2 |
Finland