| Championship | 28/11/15 | Huddersfield Town | - | Middlesbrough FC | 0:2 | ||||
| League Cup | 29/08/23 | Bolton Wanderers | - | Middlesbrough FC | 1:3 |
| Championship | 28/11/15 | Huddersfield Town | - | Middlesbrough FC | 0:2 | ||||
| League Cup | 29/08/23 | Bolton Wanderers | - | Middlesbrough FC | 1:3 |
| Kyle Michael Dempsey | |
| Born: | 17.09.1995 |
| Place of birth: |
Whitehaven, 
England |
| Nationality: |
England
|
| Height: | 178 cm |
| Weight: | 75 kg |
| Position(s): | Central Midfielder Offensive Midfielder |
| Foot: | right |