| 1. Journée | 14.08.2023 | Nottingham Forest U21 | - | Middlesbrough FC U21 | 2:2 | ||||
| 2. Journée | 18.08.2023 | Middlesbrough FC U21 | - | Everton FC U21 | 2:2 | ||||
| 4. Journée | 03.09.2023 | Liverpool FC U21 | - | Middlesbrough FC U21 | 1:4 | ||||
| 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 | ||||
| 7. Journée | 27.10.2023 | West Ham United U21 | - | Middlesbrough FC U21 | 5:0 |
Angleterre