2. Round | 16/08/2014 | Leeds United | - | Middlesbrough FC | 1:0 | ||||
3. Round | 19/08/2014 | Bolton Wanderers | - | Middlesbrough FC | 1:2 | ||||
4. Round | 23/08/2014 | Middlesbrough FC | - | Sheffield Wednesday | 2:3 | ||||
5. Round | 30/08/2014 | Middlesbrough FC | - | Reading FC | 0:1 | ||||
6. Round | 13/09/2014 | Huddersfield Town | - | Middlesbrough FC | 1:2 | ||||
7. Round | 16/09/2014 | Cardiff City | - | Middlesbrough FC | 0:1 |