| 1. Round | 11/08/2023 | Chelsea FC U21 | - | Blackburn Rovers U21 | 6:1 | ||||
| 2. Round | 18/08/2023 | Chelsea FC U21 | - | Brighton & Hove Albion U21 | 2:3 | ||||
| 4. Round | 01/09/2023 | Chelsea FC U21 | - | West Bromwich Albion U21 | 3:0 | ||||
| 16. Round | 08/03/2024 | Newcastle United U21 | - | Chelsea FC U21 | 1:7 |  |
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| 17. Round | 15/03/2024 | Chelsea FC U21 | - | Nottingham Forest U21 | 2:3 |  |
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| 20. Round | 26/04/2024 | Chelsea FC U21 | - | Southampton FC U21 | 2:0 |
Belgium