1. Round | 11/09/2020 | Watford FC | - | Middlesbrough FC | 1:0 | ||||
11. Round | 07/11/2020 | Brentford FC | - | Middlesbrough FC | 0:0 | ||||
13. Round | 25/11/2020 | Middlesbrough FC | - | Derby County | 3:0 | ||||
14. Round | 28/11/2020 | Huddersfield Town | - | Middlesbrough FC | 3:2 | ||||
15. Round | 02/12/2020 | Middlesbrough FC | - | Swansea City | 2:1 | ||||
16. Round | 05/12/2020 | Stoke City | - | Middlesbrough FC | 1:0 | ||||
18. Round | 12/12/2020 | Middlesbrough FC | - | Millwall FC | 3:0 | ||||
19. Round | 16/12/2020 | Middlesbrough FC | - | Luton Town | 1:0 | ||||
20. Round | 19/12/2020 | Birmingham City | - | Middlesbrough FC | 1:4 | ||||
22. Round | 29/12/2020 | Sheffield Wednesday | - | Middlesbrough FC | 2:1 | ||||
24. Round | 16/01/2021 | Middlesbrough FC | - | Birmingham City | 0:1 | ||||
21. Round | 27/01/2021 | Middlesbrough FC | - | Rotherham United | 0:3 |