| Middlesbrough FC v Watford FC 16/10/2016 | View match | |
| Arsenal FC v Middlesbrough FC 22/10/2016 | £6.50 | |
| Middlesbrough FC v AFC Bournemouth 29/10/2016 | View match | |
| Manchester City FC v Middlesbrough FC 05/11/2016 | £6.00 | |
| Middlesbrough FC v Chelsea FC 20/11/2016 | View match | |
| Leicester City FC v Middlesbrough FC 26/11/2016 | View match | |
| Middlesbrough FC v Hull City FC 05/12/2016 | View match | |
| Southampton FC v Middlesbrough FC 11/12/2016 | View match | |
| Middlesbrough FC v Liverpool FC 14/12/2016 | £6.50 | |
| Middlesbrough FC v Swansea City FC 17/12/2016 | View match | |
| Burnley FC v Middlesbrough FC 26/12/2016 | View match | |
| Manchester United FC v Middlesbrough FC 31/12/2016 | £6.50 |