| 1. Round | 19/08/2024 | Middlesbrough FC U21 | - | Reading FC U21 | 1:3 | ||||
| 3. Round | 01/09/2024 | Middlesbrough FC U21 | - | Chelsea FC U21 | 1:3 | ||||
| 5. Round | 27/09/2024 | Middlesbrough FC U21 | - | Brighton & Hove Albion U21 | 0:3 | ||||
| 6. Round | 04/10/2024 | Stoke City U21 | - | Middlesbrough FC U21 | 1:3 | ||||
| 7. Round | 25/10/2024 | Middlesbrough FC U21 | - | Aston Villa U21 | 4:2 |  |
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| 8. Round | 02/11/2024 | Middlesbrough FC U21 | - | Nottingham Forest U21 | 1:4 | ||||
| 9. Round | 29/11/2024 | Tottenham Hotspur U21 | - | Middlesbrough FC U21 | 6:1 | ||||
| 10. Round | 13/12/2024 | Norwich City U21 | - | Middlesbrough FC U21 | 1:3 | ||||
| 12. Round | 17/01/2025 | Blackburn Rovers U21 | - | Middlesbrough FC U21 | 3:2 | ||||
| 14. Round | 10/02/2025 | Fulham FC U21 | - | Middlesbrough FC U21 | 2:0 | ||||
| 15. Round | 14/02/2025 | Arsenal FC U21 | - | Middlesbrough FC U21 | 2:1 | ||||
| 17. Round | 02/03/2025 | Liverpool FC U21 | - | Middlesbrough FC U21 | 0:1 | |
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| 18. Round | 16/03/2025 | Middlesbrough FC U21 | - | Southampton FC U21 | 1:0 | ||||
| 20. Round | 11/04/2025 | Middlesbrough FC U21 | - | West Ham United U21 | 1:1 | ||||
| 13. Round | 18/04/2025 | Middlesbrough FC U21 | - | West Bromwich Albion U21 | 2:1 |
England