| 3. Round | 24/08/2019 | Everton FC [U18] | - | West Bromwich Albion [U18] | 7:3 |  |
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| 4. Round | 31/08/2019 | Manchester City [U18] | - | Everton FC [U18] | 3:0 | ||||
| 5. Round | 14/09/2019 | Everton FC [U18] | - | Sunderland AFC [U18] | 10:0 | |
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| 6. Round | 21/09/2019 | Manchester United [U18] | - | Everton FC [U18] | 2:3 | |
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| 7. Round | 05/10/2019 | Everton FC [U18] | - | Liverpool FC [U18] | 1:6 | ||||
| 8. Round | 19/10/2019 | Wolverhampton Wanderers [U18] | - | Everton FC [U18] | 0:3 | ||||
| 9. Round | 09/11/2019 | Everton FC [U18] | - | Blackburn Rovers [U18] | 4:1 | |
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| 10. Round | 30/11/2019 | Stoke City [U18] | - | Everton FC [U18] | 5:1 | |
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| 11. Round | 14/12/2019 | Everton FC [U18] | - | Newcastle United [U18] | 3:1 | |
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| 13. Round | 11/01/2020 | Everton FC [U18] | - | Middlesbrough FC [U18] | 1:0 |  |
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| 14. Round | 18/01/2020 | Everton FC [U18] | - | Manchester City [U18] | 1:1 | ||||
| 15. Round | 01/02/2020 | West Bromwich Albion [U18] | - | Everton FC [U18] | 1:2 | ||||
| 12. Round | 15/02/2020 | Derby County [U18] | - | Everton FC [U18] | 4:1 | |
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| 16. Round | 22/02/2020 | Sunderland AFC [U18] | - | Everton FC [U18] | 2:7 | |
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| 17. Round | 10/03/2020 | Everton FC [U18] | - | Manchester United [U18] | 2:3 | |
England