| 2. Round | 19/08/2019 | Chelsea FC U23 | - | Liverpool FC U23 | 3:0 |  |
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| 5. Round | 14/09/2019 | Liverpool FC U23 | - | Derby County U23 | 3:3 | ||||
| 6. Round | 20/09/2019 | Leicester City U23 | - | Liverpool FC U23 | 2:2 | ||||
| 7. Round | 28/09/2019 | Arsenal FC U23 | - | Liverpool FC U23 | 2:2 | ||||
| 8. Round | 20/10/2019 | Liverpool FC U23 | - | Wolverhampton Wanderers U23 | 4:3 |  |
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| 9. Round | 26/10/2019 | Liverpool FC U23 | - | Blackburn Rovers U23 | 0:0 | ||||
| 10. Round | 02/11/2019 | Liverpool FC U23 | - | Everton FC U23 | 2:1 | |
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| 12. Round | 06/12/2019 | Tottenham Hotspur U23 | - | Liverpool FC U23 | 4:0 |
England