| 1. Round | 14/08/2021 | Middlesbrough FC [U18] | - | Derby County [U18] | 0:3 | ||||
| 3. Round | 28/08/2021 | Middlesbrough FC [U18] | - | Everton FC [U18] | 4:1 | ||||
| 6. Round | 02/10/2021 | Middlesbrough FC [U18] | - | Blackburn Rovers [U18] | 2:1 |  |
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| 8. Round | 30/10/2021 | Middlesbrough FC [U18] | - | Stoke City [U18] | 1:1 | ||||
| 19. Round | 05/03/2022 | Derby County [U18] | - | Middlesbrough FC [U18] | 1:1 | ||||
| 20. Round | 12/03/2022 | Middlesbrough FC [U18] | - | Burnley FC [U18] | 0:1 | ||||
| 22. Round | 02/04/2022 | Middlesbrough FC [U18] | - | Manchester United [U18] | 1:1 | ||||
| 10. Round | 16/04/2022 | Middlesbrough FC [U18] | - | Wolverhampton Wanderers [U18] | 1:0 | ||||
| 26. Round | 07/05/2022 | Leeds United [U18] | - | Middlesbrough FC [U18] | 4:1 |
England