| 3. Round | 25/08/2023 | Norwich City U21 | - | Chelsea FC U21 | 3:2 | ||||
| 4. Round | 01/09/2023 | Chelsea FC U21 | - | West Bromwich Albion U21 | 3:0 | ||||
| 6. Round | 02/10/2023 | Tottenham Hotspur U21 | - | Chelsea FC U21 | 4:2 | ||||
| 8. Round | 03/11/2023 | Chelsea FC U21 | - | Fulham FC U21 | 2:2 | ||||
| 10. Round | 17/12/2023 | Liverpool FC U21 | - | Chelsea FC U21 | 2:1 | ||||
| 11. Round | 12/01/2024 | Chelsea FC U21 | - | Manchester United U21 | 3:2 |  |
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| 12. Round | 27/01/2024 | Chelsea FC U21 | - | Reading FC U21 | 3:2 | ||||
| 17. Round | 15/03/2024 | Chelsea FC U21 | - | Nottingham Forest U21 | 2:3 | |
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| 18. Round | 08/04/2024 | Aston Villa U21 | - | Chelsea FC U21 | 0:4 | |
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| 19. Round | 12/04/2024 | Crystal Palace U21 | - | Chelsea FC U21 | 2:2 |
England
Nigeria 