| 4. Journée | 03.09.2023 | Liverpool FC U21 | - | Middlesbrough FC U21 | 1:4 |  |
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| 5. Journée | 25.09.2023 | Leicester City U21 | - | Middlesbrough FC U21 | 1:3 | ||||
| 6. Journée | 29.09.2023 | Middlesbrough FC U21 | - | Stoke City U21 | 4:1 | |
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| 7. Journée | 27.10.2023 | West Ham United U21 | - | Middlesbrough FC U21 | 5:0 |  |
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| 8. Journée | 05.11.2023 | Middlesbrough FC U21 | - | Derby County U21 | 1:0 |
Angleterre