| 3. Jornada | 17.08.2019 | Blackburn Rovers | - | Middlesbrough | 1:0 | ||||
| 9. Jornada | 28.09.2019 | Middlesbrough | - | Sheffield Wednesday | 1:4 | ||||
| 15. Jornada | 02.11.2019 | Derby County | - | Middlesbrough | 2:0 | ||||
| 19. Jornada | 30.11.2019 | Leeds United | - | Middlesbrough | 4:0 | ||||
| 20. Jornada | 07.12.2019 | Middlesbrough | - | Charlton Athletic | 1:0 | ||||
| 21. Jornada | 10.12.2019 | Nottingham Forest | - | Middlesbrough | 1:1 | ||||
| 23. Jornada | 20.12.2019 | Middlesbrough | - | Stoke City | 2:1 |
Inglaterra