| 2. Ronde | 17.08.2019 | Wolverhampton Wanderers [U18] | - | Manchester United [U18] | 2:0 | ||||
| 3. Ronde | 24.08.2019 | Wolverhampton Wanderers [U18] | - | Liverpool FC [U18] | 1:1 |  |
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| 4. Ronde | 31.08.2019 | Sunderland AFC [U18] | - | Wolverhampton Wanderers [U18] | 0:2 | |
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| 5. Ronde | 14.09.2019 | Middlesbrough FC [U18] | - | Wolverhampton Wanderers [U18] | 2:0 | ||||
| 6. Ronde | 21.09.2019 | Wolverhampton Wanderers [U18] | - | West Bromwich Albion [U18] | 4:2 | ||||
| 7. Ronde | 05.10.2019 | Manchester City [U18] | - | Wolverhampton Wanderers [U18] | 2:0 |
Engeland