| 1. Round | 12/08/2018 | Chelsea FC U23 | - | Everton FC U23 | 1:1 | ||||
| 3. Round | 25/08/2018 | Everton FC U23 | - | Swansea City U23 | 0:0 | ||||
| 5. Round | 17/09/2018 | Derby County U23 | - | Everton FC U23 | 1:0 | ||||
| 6. Round | 23/09/2018 | Everton FC U23 | - | Tottenham Hotspur U23 | 6:0 |  |
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| 7. Round | 01/10/2018 | Everton FC U23 | - | West Ham United U23 | 2:1 | ||||
| 10. Round | 02/11/2018 | Brighton & Hove Albion U23 | - | Everton FC U23 | 1:2 | |
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| 11. Round | 25/11/2018 | Everton FC U23 | - | Liverpool FC U23 | 0:1 | ||||
| 12. Round | 07/12/2018 | Tottenham Hotspur U23 | - | Everton FC U23 | 2:2 |  |
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| 13. Round | 16/12/2018 | Everton FC U23 | - | Derby County U23 | 1:0 | ||||
| 14. Round | 07/01/2019 | Leicester City U23 | - | Everton FC U23 | 1:0 | ||||
| 15. Round | 14/01/2019 | Everton FC U23 | - | Chelsea FC U23 | 2:0 | ||||
| 18. Round | 04/03/2019 | Liverpool FC U23 | - | Everton FC U23 | 0:2 | ||||
| 19. Round | 11/03/2019 | Everton FC U23 | - | Arsenal FC U23 | 0:0 | ||||
| 20. Round | 07/04/2019 | Manchester City U23 | - | Everton FC U23 | 4:3 | |
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| 21. Round | 15/04/2019 | Everton FC U23 | - | Brighton & Hove Albion U23 | 1:0 | |
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| 22. Round | 29/04/2019 | West Ham United U23 | - | Everton FC U23 | 2:1 |
England