| 1. Round | 10/08/2019 | Liverpool FC U23 | - | Tottenham Hotspur U23 | 0:4 | ||||
| 2. Round | 19/08/2019 | Chelsea FC U23 | - | Liverpool FC U23 | 3:0 | ||||
| 3. Round | 26/08/2019 | Southampton FC U23 | - | Liverpool FC U23 | 2:4 | ||||
| 4. Round | 31/08/2019 | Liverpool FC U23 | - | Manchester City U23 | 1:4 | ||||
| 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 | ||||
| 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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| 11. Round | 22/11/2019 | Brighton & Hove Albion U23 | - | Liverpool FC U23 | 3:5 | ||||
| 12. Round | 06/12/2019 | Tottenham Hotspur U23 | - | Liverpool FC U23 | 4:0 | ||||
| 14. Round | 05/01/2020 | Manchester City U23 | - | Liverpool FC U23 | 1:0 | ||||
| 16. Round | 01/02/2020 | Liverpool FC U23 | - | Arsenal FC U23 | 3:0 | ||||
| 17. Round | 17/02/2020 | Wolverhampton Wanderers U23 | - | Liverpool FC U23 | 1:2 |
Scotland