| 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 | ||||
| 3. Round | 01/09/2024 | Middlesbrough FC U21 | - | Chelsea FC U21 | 1:3 | ||||
| 4. Round | 23/09/2024 | Leicester City U21 | - | Middlesbrough FC U21 | 3:1 | ||||
| 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 | ||||
| 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 | ||||
| 12. Round | 17/01/2025 | Blackburn Rovers U21 | - | Middlesbrough FC U21 | 3:2 | ||||
| 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