| 1. Ronde | 11.09.2020 | Watford FC | - | Middlesbrough FC | 1:0 | ||||
| 11. Ronde | 07.11.2020 | Brentford FC | - | Middlesbrough FC | 0:0 | ||||
| 13. Ronde | 25.11.2020 | Middlesbrough FC | - | Derby County | 3:0 | ||||
| 14. Ronde | 28.11.2020 | Huddersfield Town | - | Middlesbrough FC | 3:2 | ||||
| 15. Ronde | 02.12.2020 | Middlesbrough FC | - | Swansea City | 2:1 | ||||
| 16. Ronde | 05.12.2020 | Stoke City | - | Middlesbrough FC | 1:0 | ||||
| 18. Ronde | 12.12.2020 | Middlesbrough FC | - | Millwall FC | 3:0 | ||||
| 19. Ronde | 16.12.2020 | Middlesbrough FC | - | Luton Town | 1:0 | ||||
| 20. Ronde | 19.12.2020 | Birmingham City | - | Middlesbrough FC | 1:4 |  |
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| 22. Ronde | 29.12.2020 | Sheffield Wednesday | - | Middlesbrough FC | 2:1 | ||||
| 24. Ronde | 16.01.2021 | Middlesbrough FC | - | Birmingham City | 0:1 | ||||
| 21. Ronde | 27.01.2021 | Middlesbrough FC | - | Rotherham United | 0:3 |
Engeland