| Middlesbrough FC v Coventry City FC 27/10/2020 | £7.50 | |
| Middlesbrough FC v Nottingham Forest FC 31/10/2020 | £7.50 | |
| Blackburn Rovers FC v Middlesbrough FC 03/11/2020 | View match | |
| Brentford FC v Middlesbrough FC 07/11/2020 | View match | |
| Middlesbrough FC v Norwich City FC 21/11/2020 | £7.50 | |
| Middlesbrough FC v Derby County FC 25/11/2020 | View match | |
| Huddersfield Town FC v Middlesbrough FC 28/11/2020 | View match | |
| Middlesbrough FC v Swansea City FC 02/12/2020 | View match | |
| Stoke City FC v Middlesbrough FC 05/12/2020 | View match | |
| Preston North End FC v Middlesbrough FC 09/12/2020 | View match | |
| Middlesbrough FC v Millwall FC 12/12/2020 | £7.50 | |
| Middlesbrough FC v Luton Town FC 16/12/2020 | View match |