| 1. Jornada | 05.08.2023 | Middlesbrough | - | Millwall FC | 0:1 | ||||
| 2. Jornada | 12.08.2023 | Coventry City | - | Middlesbrough | 3:0 | ||||
| 3. Jornada | 19.08.2023 | Middlesbrough | - | Huddersfield Town | 1:1 | ||||
| 4. Jornada | 26.08.2023 | West Bromwich Albion | - | Middlesbrough | 4:2 | ||||
| 5. Jornada | 02.09.2023 | Middlesbrough | - | Queens Park Rangers | 0:2 | ||||
| 6. Jornada | 16.09.2023 | Blackburn Rovers | - | Middlesbrough | 2:1 |  |
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| 7. Jornada | 19.09.2023 | Sheffield Wednesday | - | Middlesbrough | 1:1 |  |
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| 8. Jornada | 23.09.2023 | Middlesbrough | - | Southampton | 2:1 |
Irlanda