| 4. Ronde | 26.08.2023 | West Bromwich Albion | - | Middlesbrough FC | 4:2 |  |
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| 8. Ronde | 23.09.2023 | Middlesbrough FC | - | Southampton FC | 2:1 |  |
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| 9. Ronde | 30.09.2023 | Watford FC | - | Middlesbrough FC | 2:3 | ||||
| 10. Ronde | 03.10.2023 | Middlesbrough FC | - | Cardiff City | 2:0 | ||||
| 11. Ronde | 07.10.2023 | Sunderland AFC | - | Middlesbrough FC | 0:4 | ||||
| 12. Ronde | 21.10.2023 | Middlesbrough FC | - | Birmingham City | 1:0 |
Engeland