| League Cup | 25.09.18 | Preston North End | - | Middlesbrough FC | 3:4 d.p. | ||||
| Championship | 13.03.19 | Middlesbrough FC | - | Preston North End | 1:2 |  |
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| 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 | |
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| Championship | 28.11.23 | Middlesbrough FC | - | Preston North End | 4:0 | |
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| Championship | 14.02.24 | Preston North End | - | Middlesbrough FC | 2:1 | ||||
| Championship | 14.09.24 | Middlesbrough FC | - | Preston North End | 1:1 | |
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| Championship | 25.01.25 | Preston North End | - | Middlesbrough FC | 2:1 |
Wales