| 6. Round | 29/09/2023 | Southampton FC U21 | - | Reading FC U21 | 6:0 | ||||
| 8. Round | 03/11/2023 | Southampton FC U21 | - | Sunderland AFC U21 | 1:2 | ||||
| 9. Round | 04/12/2023 | Everton FC U21 | - | Southampton FC U21 | 5:0 | ||||
| 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 |  |
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| 19. Round | 12/04/2024 | Southampton FC U21 | - | Nottingham Forest U21 | 1:1 |
England