| 1. Round | 10/08/2019 | West Bromwich Albion [U18] | - | Manchester City [U18] | 0:4 | ||||
| 2. Round | 17/08/2019 | Derby County [U18] | - | West Bromwich Albion [U18] | 1:3 |  |
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| 3. Round | 24/08/2019 | Everton FC [U18] | - | West Bromwich Albion [U18] | 7:3 | |
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| 4. Round | 31/08/2019 | West Bromwich Albion [U18] | - | Newcastle United [U18] | 2:1 | ||||
| 5. Round | 14/09/2019 | West Bromwich Albion [U18] | - | Stoke City [U18] | 3:2 |  |
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| 7. Round | 04/10/2019 | West Bromwich Albion [U18] | - | Sunderland AFC [U18] | 2:1 | ||||
| 8. Round | 19/10/2019 | Blackburn Rovers [U18] | - | West Bromwich Albion [U18] | 2:2 | ||||
| 9. Round | 09/11/2019 | West Bromwich Albion [U18] | - | Liverpool FC [U18] | 6:3 | ||||
| 10. Round | 30/11/2019 | West Bromwich Albion [U18] | - | Manchester United [U18] | 5:3 | ||||
| 12. Round | 14/12/2019 | Manchester City [U18] | - | West Bromwich Albion [U18] | 3:0 | ||||
| 13. Round | 11/01/2020 | West Bromwich Albion [U18] | - | Derby County [U18] | 2:4 | ||||
| 14. Round | 18/01/2020 | Newcastle United [U18] | - | West Bromwich Albion [U18] | 0:0 |
England