| 11. Ronde | 12.01.2024 | Chelsea FC U21 | - | Manchester United U21 | 3:2 | ||||
| 12. Ronde | 27.01.2024 | Chelsea FC U21 | - | Reading FC U21 | 3:2 | ||||
| 9. Ronde | 23.02.2024 | Middlesbrough FC U21 | - | Chelsea FC U21 | 1:3 | ||||
| 16. Ronde | 08.03.2024 | Newcastle United U21 | - | Chelsea FC U21 | 1:7 | ||||
| 17. Ronde | 15.03.2024 | Chelsea FC U21 | - | Nottingham Forest U21 | 2:3 | ||||
| 18. Ronde | 08.04.2024 | Aston Villa U21 | - | Chelsea FC U21 | 0:4 |  |
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| 19. Ronde | 12.04.2024 | Crystal Palace U21 | - | Chelsea FC U21 | 2:2 |
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