8. Round | 19/09/2018 | Middlesbrough FC | - | Bolton Wanderers | 2:0 | ||||
9. Round | 22/09/2018 | Middlesbrough FC | - | Swansea City | 0:0 | ||||
10. Round | 29/09/2018 | Hull City | - | Middlesbrough FC | 1:1 | ||||
11. Round | 02/10/2018 | Ipswich Town | - | Middlesbrough FC | 0:2 | ||||
14. Round | 23/10/2018 | Middlesbrough FC | - | Rotherham United | 0:0 |