| 6. Round | 24/09/2023 | Chelsea FC | - | Aston Villa | 0:1 | ||||
| 7. Round | 02/10/2023 | Fulham FC | - | Chelsea FC | 0:2 |  |
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| 8. Round | 07/10/2023 | Burnley FC | - | Chelsea FC | 1:4 | ||||
| 12. Round | 12/11/2023 | Chelsea FC | - | Manchester City | 4:4 | ||||
| 13. Round | 25/11/2023 | Newcastle United | - | Chelsea FC | 4:1 | ||||
| 14. Round | 03/12/2023 | Chelsea FC | - | Brighton & Hove Albion | 3:2 | ||||
| 15. Round | 06/12/2023 | Manchester United | - | Chelsea FC | 2:1 | ||||
| 16. Round | 10/12/2023 | Everton FC | - | Chelsea FC | 2:0 | ||||
| 17. Round | 16/12/2023 | Chelsea FC | - | Sheffield United | 2:0 | ||||
| 18. Round | 24/12/2023 | Wolverhampton Wanderers | - | Chelsea FC | 2:1 | ||||
| 19. Round | 27/12/2023 | Chelsea FC | - | Crystal Palace | 2:1 | ||||
| 20. Round | 30/12/2023 | Luton Town | - | Chelsea FC | 2:3 | ||||
| 21. Round | 13/01/2024 | Chelsea FC | - | Fulham FC | 1:0 |
England
