| Middlesbrough FC v Millwall FC 12/12/2020 | £7.50 | |
| Middlesbrough FC v Luton Town FC 16/12/2020 | View match | |
| Birmingham City FC v Middlesbrough FC 19/12/2020 | View match | |
| Sheffield Wednesday FC v Middlesbrough FC 29/12/2020 | View match | |
| Wycombe Wanderers FC v Middlesbrough FC 02/01/2021 | View match | |
| Brentford FC v Middlesbrough FC 09/01/2021 | View match | |
| Middlesbrough FC v Birmingham City FC 16/01/2021 | £7.50 | |
| Nottingham Forest FC v Middlesbrough FC 20/01/2021 | View match | |
| Middlesbrough FC v Blackburn Rovers FC 24/01/2021 | View match | |
| Middlesbrough FC v Rotherham United FC 27/01/2021 | View match | |
| Norwich City FC v Middlesbrough FC 30/01/2021 | View match | |
| Middlesbrough FC v Brentford FC 06/02/2021 | £7.50 |