6. Round | 20/10/2020 | Bristol City | - | Middlesbrough FC | 0:1 | ||||
8. Round | 27/10/2020 | Middlesbrough FC | - | Coventry City | 2:0 | ||||
12. Round | 21/11/2020 | Middlesbrough FC | - | Norwich City | 0:1 | ||||
13. Round | 25/11/2020 | Middlesbrough FC | - | Derby County | 3:0 | ||||
16. Round | 05/12/2020 | Stoke City | - | Middlesbrough FC | 1:0 | ||||
17. Round | 09/12/2020 | Preston North End | - | Middlesbrough FC | 3:0 | ||||
18. Round | 12/12/2020 | Middlesbrough FC | - | Millwall FC | 3:0 | ||||
26. Round | 24/01/2021 | Middlesbrough FC | - | Blackburn Rovers | 0:1 | ||||
21. Round | 27/01/2021 | Middlesbrough FC | - | Rotherham United | 0:3 |