| 1. Round | 11/08/2018 | Norwich City [U18] | - | West Ham United [U18] | 1:4 | ||||
| 2. Round | 18/08/2018 | West Ham United [U18] | - | Southampton FC [U18] | 3:2 | ||||
| 3. Round | 25/08/2018 | Swansea City [U18] | - | West Ham United [U18] | 0:1 | ||||
| 4. Round | 01/09/2018 | West Ham United [U18] | - | Fulham FC [U18] | 4:1 | ||||
| 5. Round | 15/09/2018 | Aston Villa [U18] | - | West Ham United [U18] | 1:0 | ||||
| 8. Round | 20/10/2018 | West Ham United [U18] | - | Chelsea FC [U18] | 0:5 | ||||
| 9. Round | 03/11/2018 | Leicester City [U18] | - | West Ham United [U18] | 2:1 | ||||
| 21. Round | 13/04/2019 | West Ham United [U18] | - | Reading FC [U18] | 0:3 |
Cyprus