| 1. Ronde | 13.08.2018 | Tottenham Hotspur U23 | - | West Ham United U23 | 1:3 | ||||
| 2. Ronde | 19.08.2018 | West Ham United U23 | - | Manchester City U23 | 4:6 | ||||
| 3. Ronde | 24.08.2018 | West Ham United U23 | - | Arsenal FC U23 | 2:3 | ||||
| 9. Ronde | 26.10.2018 | Leicester City U23 | - | West Ham United U23 | 3:0 | ||||
| 10. Ronde | 03.11.2018 | West Ham United U23 | - | Derby County U23 | 0:2 | ||||
| 11. Ronde | 26.11.2018 | Blackburn Rovers U23 | - | West Ham United U23 | 1:3 |  |
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| 12. Ronde | 07.12.2018 | Chelsea FC U23 | - | West Ham United U23 | 3:2 | ||||
| 13. Ronde | 15.12.2018 | West Ham United U23 | - | Brighton & Hove Albion U23 | 2:4 | ||||
| 14. Ronde | 05.01.2019 | Manchester City U23 | - | West Ham United U23 | 1:5 | ||||
| 15. Ronde | 13.01.2019 | West Ham United U23 | - | Tottenham Hotspur U23 | 1:1 | ||||
| 17. Ronde | 18.02.2019 | West Ham United U23 | - | Liverpool FC U23 | 0:1 | ||||
| 18. Ronde | 04.03.2019 | West Ham United U23 | - | Blackburn Rovers U23 | 1:3 | ||||
| 22. Ronde | 29.04.2019 | West Ham United U23 | - | Everton FC U23 | 2:1 |
Engeland