| 10. Round | 15/12/2023 | Southampton FC U21 | - | Derby County U21 | 2:1 | ||||
| 11. Round | 12/01/2024 | Southampton FC U21 | - | Tottenham Hotspur U21 | 2:3 | ||||
| 12. Round | 29/01/2024 | Leicester City U21 | - | Southampton FC U21 | 1:2 |  |
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| 14. Round | 16/02/2024 | Arsenal FC U21 | - | Southampton FC U21 | 4:2 | |
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| 15. Round | 04/03/2024 | West Bromwich Albion U21 | - | Southampton FC U21 | 1:1 | ||||
| 16. Round | 08/03/2024 | Southampton FC U21 | - | Stoke City U21 | 5:1 | ||||
| 17. Round | 15/03/2024 | Southampton FC U21 | - | Crystal Palace U21 | 4:0 | |
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| 18. Round | 05/04/2024 | Norwich City U21 | - | Southampton FC U21 | 0:2 | |
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| 19. Round | 12/04/2024 | Southampton FC U21 | - | Nottingham Forest U21 | 1:1 | |
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| 20. Round | 26/04/2024 | Chelsea FC U21 | - | Southampton FC U21 | 2:0 | ||||
| 13. Round | 29/04/2024 | Southampton FC U21 | - | Manchester United U21 | 3:6 | |
England