| 9. Round | 02/11/2024 | Nottingham Forest [U18] | - | Middlesbrough FC [U18] | 1:2 |  |
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| 14. Round | 25/01/2025 | Middlesbrough FC [U18] | - | Newcastle United [U18] | 2:4 | ||||
| 18. Round | 22/02/2025 | Middlesbrough FC [U18] | - | Derby County [U18] | 2:4 | |
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| 13. Round | 25/02/2025 | Everton FC [U18] | - | Middlesbrough FC [U18] | 4:4 | |
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| 19. Round | 03/03/2025 | Manchester United [U18] | - | Middlesbrough FC [U18] | 3:1 | |
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| 21. Round | 15/03/2025 | Blackburn Rovers [U18] | - | Middlesbrough FC [U18] | 0:1 | ||||
| 22. Round | 29/03/2025 | Middlesbrough FC [U18] | - | Stoke City [U18] | 2:3 | ||||
| 24. Round | 05/04/2025 | Middlesbrough FC [U18] | - | Nottingham Forest [U18] | 4:3 | |
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| 23. Round | 19/04/2025 | Manchester City [U18] | - | Middlesbrough FC [U18] | 6:0 | ||||
| 15. Round | 23/04/2025 | Middlesbrough FC [U18] | - | Liverpool FC [U18] | 2:7 | ||||
| 26. Round | 03/05/2025 | Middlesbrough FC [U18] | - | Leeds United [U18] | 6:3 |
England