| 4. Jornada | 20.08.2019 | Middlesbrough | - | Wigan Athletic | 1:0 | ||||
| 5. Jornada | 24.08.2019 | Middlesbrough | - | Millwall FC | 1:1 | ||||
| 6. Jornada | 31.08.2019 | Bristol City | - | Middlesbrough | 2:2 | ||||
| 7. Jornada | 14.09.2019 | Middlesbrough | - | Reading | 1:0 | ||||
| 9. Jornada | 28.09.2019 | Middlesbrough | - | Sheffield Wednesday | 1:4 | ||||
| 18. Jornada | 27.11.2019 | Middlesbrough | - | Barnsley FC | 1:0 |  |
|||
| 19. Jornada | 30.11.2019 | Leeds United | - | Middlesbrough | 4:0 |
Inglaterra
R.D. Congo