| 1. Round | 13/08/2023 | Newcastle United U21 | - | Southampton FC U21 | 5:3 | ||||
| 3. Round | 25/08/2023 | Southampton FC U21 | - | Liverpool FC U21 | 0:3 | ||||
| 4. Round | 01/09/2023 | Fulham FC U21 | - | Southampton FC U21 | 5:1 | ||||
| 5. Round | 22/09/2023 | West Ham United U21 | - | Southampton FC U21 | 3:3 | ||||
| 6. Round | 29/09/2023 | Southampton FC U21 | - | Reading FC U21 | 6:0 | ||||
| 11. Round | 12/01/2024 | Southampton FC U21 | - | Tottenham Hotspur U21 | 2:3 |
Jordan