| 2. Round | 18/08/2018 | Wolverhampton Wanderers [U18] | - | Sunderland AFC [U18] | 0:0 | ||||
| 3. Round | 24/08/2018 | Manchester City [U18] | - | Wolverhampton Wanderers [U18] | 6:0 |  |
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| 4. Round | 01/09/2018 | Newcastle United [U18] | - | Wolverhampton Wanderers [U18] | 1:0 | ||||
| 12. Round | 09/02/2019 | Sunderland AFC [U18] | - | Wolverhampton Wanderers [U18] | 1:1 | ||||
| 13. Round | 23/03/2019 | Wolverhampton Wanderers [U18] | - | Everton FC [U18] | 2:3 | ||||
| 14. Round | 09/04/2019 | Wolverhampton Wanderers [U18] | - | Manchester City [U18] | 0:1 | ||||
| 21. Round | 13/04/2019 | Blackburn Rovers [U18] | - | Wolverhampton Wanderers [U18] | 3:0 | ||||
| 22. Round | 27/04/2019 | Wolverhampton Wanderers [U18] | - | Derby County [U18] | 0:6 |
England