| 5. Round | 14/09/2019 | Liverpool FC U23 | - | Derby County U23 | 3:3 | ||||
| 6. Round | 21/09/2019 | Derby County U23 | - | Manchester City U23 | 2:0 | ||||
| 7. Round | 29/09/2019 | Derby County U23 | - | Blackburn Rovers U23 | 1:0 | ||||
| 8. Round | 18/10/2019 | Derby County U23 | - | Everton FC U23 | 4:1 | ||||
| 10. Round | 01/11/2019 | Derby County U23 | - | Wolverhampton Wanderers U23 | 2:2 |  |
Scotland
