| 6. Round | 27/08/2022 | Middlesbrough FC | - | Swansea City | 2:1 | ||||
| 7. Round | 30/08/2022 | Watford FC | - | Middlesbrough FC | 2:1 |  |
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| 8. Round | 05/09/2022 | Middlesbrough FC | - | Sunderland AFC | 1:0 | ||||
| 10. Round | 13/09/2022 | Middlesbrough FC | - | Cardiff City | 2:3 | |
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| 11. Round | 17/09/2022 | Middlesbrough FC | - | Rotherham United | 0:0 | ||||
| 12. Round | 01/10/2022 | Coventry City | - | Middlesbrough FC | 1:0 | ||||
| 13. Round | 05/10/2022 | Middlesbrough FC | - | Birmingham City | 1:0 | ||||
| 14. Round | 08/10/2022 | Millwall FC | - | Middlesbrough FC | 2:0 | ||||
| 15. Round | 15/10/2022 | Middlesbrough FC | - | Blackburn Rovers | 1:2 |  |
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| 16. Round | 19/10/2022 | Wigan Athletic | - | Middlesbrough FC | 1:4 | ||||
| 17. Round | 22/10/2022 | Middlesbrough FC | - | Huddersfield Town | 0:0 | |
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| 18. Round | 29/10/2022 | Preston North End | - | Middlesbrough FC | 2:1 | ||||
| 19. Round | 01/11/2022 | Hull City | - | Middlesbrough FC | 1:3 | ||||
| 9. Round | 08/11/2022 | Blackpool FC | - | Middlesbrough FC | 0:3 | ||||
| 21. Round | 12/11/2022 | Norwich City | - | Middlesbrough FC | 1:2 | ||||
| 23. Round | 17/12/2022 | Burnley FC | - | Middlesbrough FC | 3:1 | ||||
| 44. Round | 24/04/2023 | Luton Town | - | Middlesbrough FC | 2:1 |
Brazil