League Cup | 08/08/23 | Huddersfield Town | - | Middlesbrough FC | 2:3 | ||||
Championship | 30/09/23 | Watford FC | - | Middlesbrough FC | 2:3 | ||||
Championship | 11/11/23 | Middlesbrough FC | - | Leicester City | 1:0 | ||||
Championship | 13/12/23 | Middlesbrough FC | - | Hull City | 1:2 |