| 1. Round | 17/08/2024 | Newcastle United [U18] | - | Middlesbrough FC [U18] | 0:1 |  |
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| 2. Round | 24/08/2024 | Liverpool FC [U18] | - | Middlesbrough FC [U18] | 2:3 | |
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| 3. Round | 31/08/2024 | Middlesbrough FC [U18] | - | Wolverhampton Wanderers [U18] | 2:3 | |
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| 4. Round | 14/09/2024 | Sunderland AFC [U18] | - | Middlesbrough FC [U18] | 3:0 | ||||
| 5. Round | 21/09/2024 | Middlesbrough FC [U18] | - | Manchester United [U18] | 0:4 |  |
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| 7. Round | 19/10/2024 | Stoke City [U18] | - | Middlesbrough FC [U18] | 4:3 | |
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| 8. Round | 26/10/2024 | Middlesbrough FC [U18] | - | Manchester City [U18] | 0:7 | ||||
| 9. Round | 02/11/2024 | Nottingham Forest [U18] | - | Middlesbrough FC [U18] | 1:2 | |
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| 11. Round | 30/11/2024 | Leeds United [U18] | - | Middlesbrough FC [U18] | 0:3 | |
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| 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 | ||||
| 18. Round | 22/02/2025 | Middlesbrough FC [U18] | - | Derby County [U18] | 2:4 | |
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| 20. Round | 08/03/2025 | Middlesbrough FC [U18] | - | Everton FC [U18] | 1:3 | |
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| 26. Round | 03/05/2025 | Middlesbrough FC [U18] | - | Leeds United [U18] | 6:3 | |
Belgium