| League Cup | 25/09/18 | Preston North End | - | Middlesbrough FC | 3:4 pso | ||||
| Championship | 13/03/19 | Middlesbrough FC | - | Preston North End | 1:2 |  |
|||
| Championship | 01/01/20 | Preston North End | - | Middlesbrough FC | 0:2 | ||||
| Championship | 09/12/20 | Preston North End | - | Middlesbrough FC | 3:0 | ||||
| Championship | 16/03/21 | Middlesbrough FC | - | Preston North End | 2:0 | ||||
| Championship | 23/11/21 | Middlesbrough FC | - | Preston North End | 1:2 | ||||
| Championship | 29/10/22 | Preston North End | - | Middlesbrough FC | 2:1 | ||||
| Championship | 18/03/23 | Middlesbrough FC | - | Preston North End | 4:0 | |
|||
| Championship | 28/11/23 | Middlesbrough FC | - | Preston North End | 4:0 | |
|||
| Championship | 14/02/24 | Preston North End | - | Middlesbrough FC | 2:1 | ||||
| Championship | 14/09/24 | Middlesbrough FC | - | Preston North End | 1:1 | |
|||
| Championship | 25/01/25 | Preston North End | - | Middlesbrough FC | 2:1 |
Wales