| 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 | |
|||
| 16. Round | 21/02/2025 | Middlesbrough FC U21 | - | Manchester City U21 | 0:3 | ||||
| 17. Round | 02/03/2025 | Liverpool FC U21 | - | Middlesbrough FC U21 | 0:1 | |
|||
| 18. Round | 16/03/2025 | Middlesbrough FC U21 | - | Southampton FC U21 | 1:0 | |
|||
| 13. Round | 18/04/2025 | Middlesbrough FC U21 | - | West Bromwich Albion U21 | 2:1 |
England