| FA Cup | 05/01/19 | Middlesbrough FC | - | Peterborough United | 5:0 | ||||
| Championship | 27/10/20 | Middlesbrough FC | - | Coventry City | 2:0 | ||||
| Championship | 11/09/21 | Coventry City | - | Middlesbrough FC | 2:0 | ||||
| Championship | 01/10/22 | Coventry City | - | Middlesbrough FC | 1:0 | ||||
| Championship | 08/05/23 | Middlesbrough FC | - | Coventry City | 1:1 | ||||
| Playoffs | 14/05/23 | Coventry City | - | Middlesbrough FC | 0:0 | ||||
| Playoffs | 17/05/23 | Middlesbrough FC | - | Coventry City | 0:1 | ||||
| Championship | 12/08/23 | Coventry City | - | Middlesbrough FC | 3:0 |  |
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| Championship | 01/01/24 | Middlesbrough FC | - | Coventry City | 1:3 |
England