| 3. Round | 26/08/2019 | Southampton FC U23 | - | Liverpool FC U23 | 2:4 | ||||
| 6. Round | 21/09/2019 | Southampton FC U23 | - | Chelsea FC U23 | 0:2 | ||||
| 12. Round | 06/12/2019 | Southampton FC U23 | - | Manchester City U23 | 2:0 | ||||
| 16. Round | 03/02/2020 | Southampton FC U23 | - | Wolverhampton Wanderers U23 | 1:0 | ||||
| 18. Round | 02/03/2020 | Southampton FC U23 | - | Leicester City U23 | 1:3 |
England