| 6. Round | 29/09/2023 | Southampton FC U21 | - | Reading FC U21 | 6:0 | ||||
| 7. Round | 30/10/2023 | Wolverhampton Wanderers U21 | - | Southampton FC U21 | 2:1 | ||||
| 8. Round | 03/11/2023 | Southampton FC U21 | - | Sunderland AFC U21 | 1:2 |  |
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| 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 | ||||
| 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 | ||||
| 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