| 1. Round | 12/08/2019 | Everton FC U23 | - | Leicester City U23 | 0:0 | ||||
| 5. Round | 16/09/2019 | Everton FC U23 | - | Blackburn Rovers U23 | 2:1 |  |
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| 7. Round | 27/09/2019 | Everton FC U23 | - | Manchester City U23 | 2:2 | ||||
| 8. Round | 18/10/2019 | Derby County U23 | - | Everton FC U23 | 4:1 | ||||
| 10. Round | 02/11/2019 | Liverpool FC U23 | - | Everton FC U23 | 2:1 | ||||
| 15. Round | 13/01/2020 | Everton FC U23 | - | Arsenal FC U23 | 3:3 | |
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| 9. Round | 24/01/2020 | Everton FC U23 | - | Chelsea FC U23 | 2:2 |
England