| 1. Round | 19/08/2024 | Middlesbrough FC U21 | - | Reading FC U21 | 1:3 | ||||
| 2. Round | 26/08/2024 | Sunderland AFC U21 | - | Middlesbrough FC U21 | 3:2 |  |
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| 3. Round | 01/09/2024 | Middlesbrough FC U21 | - | Chelsea FC U21 | 1:3 | |
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| 4. Round | 23/09/2024 | Leicester City U21 | - | Middlesbrough FC U21 | 3:1 | ||||
| 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 | ||||
| 9. Round | 29/11/2024 | Tottenham Hotspur U21 | - | Middlesbrough FC U21 | 6:1 | |
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| 10. Round | 13/12/2024 | Norwich City U21 | - | Middlesbrough FC U21 | 1:3 | ||||
| 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 | ||||
| 16. Round | 21/02/2025 | Middlesbrough FC U21 | - | Manchester City U21 | 0:3 |
England