| 1. Round | 11/08/2018 | Everton FC [U18] | - | Wolverhampton Wanderers [U18] | 3:2 | ||||
| 15. Round | 16/02/2019 | Wolverhampton Wanderers [U18] | - | Newcastle United [U18] | 0:1 | ||||
| 17. Round | 02/03/2019 | Wolverhampton Wanderers [U18] | - | Stoke City [U18] | 1:3 | ||||
| 13. Round | 23/03/2019 | Wolverhampton Wanderers [U18] | - | Everton FC [U18] | 2:3 | ||||
| 21. Round | 13/04/2019 | Blackburn Rovers [U18] | - | Wolverhampton Wanderers [U18] | 3:0 | ||||
| 16. Round | 16/04/2019 | West Bromwich Albion [U18] | - | Wolverhampton Wanderers [U18] | 1:2 |  |
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| 18. Round | 24/04/2019 | Middlesbrough FC [U18] | - | Wolverhampton Wanderers [U18] | 2:1 | ||||
| 22. Round | 27/04/2019 | Wolverhampton Wanderers [U18] | - | Derby County [U18] | 0:6 |
Austria