| 1. Round | 10/08/2019 | Blackburn Rovers [U18] | - | Liverpool FC [U18] | 1:7 |  |
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| 2. Round | 17/08/2019 | Liverpool FC [U18] | - | Stoke City [U18] | 3:2 | |
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| 3. Round | 24/08/2019 | Wolverhampton Wanderers [U18] | - | Liverpool FC [U18] | 1:1 | ||||
| 4. Round | 31/08/2019 | Liverpool FC [U18] | - | Manchester United [U18] | 4:3 | ||||
| 5. Round | 14/09/2019 | Manchester City [U18] | - | Liverpool FC [U18] | 5:2 | ||||
| 6. Round | 21/09/2019 | Liverpool FC [U18] | - | Middlesbrough FC [U18] | 3:0 | ||||
| 7. Round | 05/10/2019 | Everton FC [U18] | - | Liverpool FC [U18] | 1:6 | |
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| 8. Round | 19/10/2019 | Liverpool FC [U18] | - | Newcastle United [U18] | 3:0 | ||||
| 11. Round | 07/12/2019 | Derby County [U18] | - | Liverpool FC [U18] | 1:5 | |
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| 12. Round | 04/01/2020 | Liverpool FC [U18] | - | Blackburn Rovers [U18] | 3:0 | |
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| 13. Round | 11/01/2020 | Stoke City [U18] | - | Liverpool FC [U18] | 1:2 | |
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| 10. Round | 25/01/2020 | Liverpool FC [U18] | - | Sunderland AFC [U18] | 4:0 | |
England