| 2. Round | 24/08/2024 | Liverpool FC [U18] | - | Middlesbrough FC [U18] | 2:3 | ||||
| 3. Round | 31/08/2024 | Middlesbrough FC [U18] | - | Wolverhampton Wanderers [U18] | 2:3 | ||||
| 4. Round | 14/09/2024 | Sunderland AFC [U18] | - | Middlesbrough FC [U18] | 3:0 | ||||
| 12. Round | 14/12/2024 | Middlesbrough FC [U18] | - | Blackburn Rovers [U18] | 1:3 | ||||
| 14. Round | 25/01/2025 | Middlesbrough FC [U18] | - | Newcastle United [U18] | 2:4 | ||||
| 16. Round | 08/02/2025 | Wolverhampton Wanderers [U18] | - | Middlesbrough FC [U18] | 2:2 | ||||
| 17. Round | 15/02/2025 | Middlesbrough FC [U18] | - | Sunderland AFC [U18] | 2:2 |  |
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| 18. Round | 22/02/2025 | Middlesbrough FC [U18] | - | Derby County [U18] | 2:4 | ||||
| 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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| 20. Round | 08/03/2025 | Middlesbrough FC [U18] | - | Everton FC [U18] | 1:3 | ||||
| 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 | ||||
| 26. Round | 03/05/2025 | Middlesbrough FC [U18] | - | Leeds United [U18] | 6:3 |
England