| Middlesbrough FC v Tottenham Hotspur FC 05/01/2020 | £9.50 | |
| Middlesbrough FC v Derby County FC 11/01/2020 | View match | |
| Tottenham Hotspur FC v Middlesbrough FC 14/01/2020 | £7.00 | |
| Fulham FC v Middlesbrough FC 17/01/2020 | View match | |
| Middlesbrough FC v Birmingham City FC 21/01/2020 | £9.99 | |
| Middlesbrough FC v Rotherham United FC 27/01/2020 | View match | |
| Middlesbrough FC v Blackburn Rovers FC 01/02/2020 | £9.99 | |
| Brentford FC v Middlesbrough FC 08/02/2020 | View match | |
| Wigan Athletic FC v Middlesbrough FC 11/02/2020 | View match | |
| Middlesbrough FC v Luton Town FC 15/02/2020 | View match | |
| Barnsley FC v Middlesbrough FC 22/02/2020 | View match | |
| Middlesbrough FC v Leeds United FC 26/02/2020 | View match |