| 4. Round | 03/10/2020 | Stoke City [U18] | - | Wolverhampton Wanderers [U18] | 2:0 | ||||
| 10. Round | 28/11/2020 | Wolverhampton Wanderers [U18] | - | Middlesbrough FC [U18] | 2:1 | ||||
| 16. Round | 30/01/2021 | Wolverhampton Wanderers [U18] | - | Blackburn Rovers [U18] | 2:3 | ||||
| 15. Round | 06/02/2021 | Wolverhampton Wanderers [U18] | - | Burnley FC [U18] | 2:2 | ||||
| 14. Round | 24/02/2021 | Wolverhampton Wanderers [U18] | - | Manchester City [U18] | 1:4 | ||||
| 13. Round | 06/03/2021 | Wolverhampton Wanderers [U18] | - | Newcastle United [U18] | 2:0 | ||||
| 9. Round | 25/03/2021 | Sunderland AFC [U18] | - | Wolverhampton Wanderers [U18] | 1:3 | ||||
| 21. Round | 06/04/2021 | Liverpool FC [U18] | - | Wolverhampton Wanderers [U18] | 4:1 | ||||
| 24. Round | 24/04/2021 | Manchester United [U18] | - | Wolverhampton Wanderers [U18] | 5:1 | ||||
| 25. Round | 01/05/2021 | Wolverhampton Wanderers [U18] | - | Everton FC [U18] | 1:3 |
Iceland