6. Round | 24/09/2016 | Middlesbrough FC | - | Tottenham Hotspur | 1:2 | ||||
7. Round | 01/10/2016 | West Ham United | - | Middlesbrough FC | 1:1 | ||||
8. Round | 16/10/2016 | Middlesbrough FC | - | Watford FC | 0:1 | ||||
10. Round | 29/10/2016 | Middlesbrough FC | - | AFC Bournemouth | 2:0 | ||||
15. Round | 11/12/2016 | Southampton FC | - | Middlesbrough FC | 1:0 | ||||
16. Round | 14/12/2016 | Middlesbrough FC | - | Liverpool FC | 0:3 |