| 2. Round | 18/08/2018 | Newcastle United [U18] | - | West Bromwich Albion [U18] | 0:3 | ||||
| 3. Round | 25/08/2018 | Liverpool FC [U18] | - | West Bromwich Albion [U18] | 5:1 | ||||
| 4. Round | 31/08/2018 | West Bromwich Albion [U18] | - | Sunderland AFC [U18] | 1:2 | ||||
| 5. Round | 15/09/2018 | Wolverhampton Wanderers [U18] | - | West Bromwich Albion [U18] | 4:1 | ||||
| 6. Round | 22/09/2018 | West Bromwich Albion [U18] | - | Manchester United [U18] | 3:4 | ||||
| 13. Round | 12/01/2019 | Middlesbrough FC [U18] | - | West Bromwich Albion [U18] | 5:3 |  |
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| 17. Round | 02/03/2019 | Manchester United [U18] | - | West Bromwich Albion [U18] | 2:2 | ||||
| 18. Round | 16/03/2019 | West Bromwich Albion [U18] | - | Everton FC [U18] | 1:3 | |
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| 15. Round | 23/03/2019 | Sunderland AFC [U18] | - | West Bromwich Albion [U18] | 1:6 | |
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| 14. Round | 03/04/2019 | West Bromwich Albion [U18] | - | Liverpool FC [U18] | 3:3 | |
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| 19. Round | 09/04/2019 | West Bromwich Albion [U18] | - | Blackburn Rovers [U18] | 2:1 |
England