| Championship | 24.08.18 | Middlesbrough FC | - | West Bromwich Albion | 1:0 | ||||
| Championship | 06.10.18 | Middlesbrough FC | - | Nottingham Forest | 0:2 | ||||
| Championship | 24.11.18 | Brentford FC | - | Middlesbrough FC | 1:2 | ||||
| FA Cup | 26.01.19 | Middlesbrough FC | - | Newport County | 1:1 | ||||
| Championship | 27.04.19 | Middlesbrough FC | - | Reading FC | 2:1 | ||||
| Championship | 24.08.19 | Middlesbrough FC | - | Millwall FC | 1:1 | ||||
| Championship | 01.01.20 | Preston North End | - | Middlesbrough FC | 0:2 |  |
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| Championship | 04.10.20 | Stoke City | - | Birmingham City | 1:1 | |
England