| 1. Jornada | 12.08.2023 | Middlesbrough FC [Sub 18] | - | Manchester United [Sub 18] | 0:4 | ||||
| 24. Jornada | 19.08.2023 | Middlesbrough FC [Sub 18] | - | Nottingham Forest [Sub 18] | 1:1 | ||||
| 3. Jornada | 26.08.2023 | Middlesbrough FC [Sub 18] | - | Everton FC [Sub 18] | 2:0 | ||||
| 4. Jornada | 16.09.2023 | Middlesbrough FC [Sub 18] | - | Manchester City [Sub 18] | 0:6 | ||||
| 5. Jornada | 23.09.2023 | Wolverhampton Wanderers [Sub 18] | - | Middlesbrough FC [Sub 18] | 1:2 |  |
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| 6. Jornada | 30.09.2023 | Leeds United [Sub 18] | - | Middlesbrough FC [Sub 18] | 2:4 | ||||
| 8. Jornada | 28.10.2023 | Middlesbrough FC [Sub 18] | - | Stoke City [Sub 18] | 0:2 | ||||
| 10. Jornada | 17.11.2023 | Middlesbrough FC [Sub 18] | - | Derby County [Sub 18] | 2:2 |  |
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| 14. Jornada | 13.01.2024 | Derby County [Sub 18] | - | Middlesbrough FC [Sub 18] | 4:1 | ||||
| 15. Jornada | 27.01.2024 | Middlesbrough FC [Sub 18] | - | Wolverhampton Wanderers [Sub 18] | 2:0 | ||||
| 12. Jornada | 03.02.2024 | Blackburn Rovers [Sub 18] | - | Middlesbrough FC [Sub 18] | 1:1 | ||||
| 16. Jornada | 10.02.2024 | Everton FC [Sub 18] | - | Middlesbrough FC [Sub 18] | 0:1 | |
Inglaterra