| 1. Round | 11/08/2023 | Chelsea FC U21 | - | Blackburn Rovers U21 | 6:1 |  |
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| 2. Round | 18/08/2023 | Chelsea FC U21 | - | Brighton & Hove Albion U21 | 2:3 | ||||
| 3. Round | 25/08/2023 | Norwich City U21 | - | Chelsea FC U21 | 3:2 | ||||
| 11. Round | 12/01/2024 | Chelsea FC U21 | - | Manchester United U21 | 3:2 |  |
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| 13. Round | 09/02/2024 | West Ham United U21 | - | Chelsea FC U21 | 0:2 | ||||
| 14. Round | 19/02/2024 | Leeds United U21 | - | Chelsea FC U21 | 0:2 | ||||
| 9. Round | 23/02/2024 | Middlesbrough FC U21 | - | Chelsea FC U21 | 1:3 | ||||
| 15. Round | 01/03/2024 | Chelsea FC U21 | - | Arsenal FC U21 | 2:4 | |
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| 18. Round | 08/04/2024 | Aston Villa U21 | - | Chelsea FC U21 | 0:4 | ||||
| 19. Round | 12/04/2024 | Crystal Palace U21 | - | Chelsea FC U21 | 2:2 | |
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| 20. Round | 26/04/2024 | Chelsea FC U21 | - | Southampton FC U21 | 2:0 |
England
Guyana