| 1. Round | 12/08/2019 | Everton FC U23 | - | Leicester City U23 | 0:0 | ||||
| 2. Round | 19/08/2019 | Leicester City U23 | - | Blackburn Rovers U23 | 1:1 | ||||
| 3. Round | 23/08/2019 | Leicester City U23 | - | Brighton & Hove Albion U23 | 0:3 | ||||
| 4. Round | 30/08/2019 | Wolverhampton Wanderers U23 | - | Leicester City U23 | 0:2 | ||||
| 5. Round | 14/09/2019 | Arsenal FC U23 | - | Leicester City U23 | 2:1 | ||||
| 6. Round | 20/09/2019 | Leicester City U23 | - | Liverpool FC U23 | 2:2 | ||||
| 7. Round | 28/09/2019 | Leicester City U23 | - | Chelsea FC U23 | 2:2 | ||||
| 8. Round | 18/10/2019 | Tottenham Hotspur U23 | - | Leicester City U23 | 0:2 | ||||
| 9. Round | 25/10/2019 | Leicester City U23 | - | Southampton FC U23 | 3:0 |  |
|||
| 10. Round | 01/11/2019 | Manchester City U23 | - | Leicester City U23 | 0:2 | |
|||
| 11. Round | 25/11/2019 | Leicester City U23 | - | Derby County U23 | 4:1 | ||||
| 12. Round | 09/12/2019 | Leicester City U23 | - | Everton FC U23 | 2:1 | ||||
| 13. Round | 13/12/2019 | Blackburn Rovers U23 | - | Leicester City U23 | 3:1 | ||||
| 14. Round | 03/01/2020 | Leicester City U23 | - | Wolverhampton Wanderers U23 | 5:1 | ||||
| 15. Round | 13/01/2020 | Brighton & Hove Albion U23 | - | Leicester City U23 | 0:1 |
Wales