| 3. Journée | 17.08.2019 | Blackburn Rovers | - | Middlesbrough FC | 1:0 | ||||
| 16. Journée | 09.11.2019 | Queens Park Rangers | - | Middlesbrough FC | 2:2 | ||||
| 33. Journée | 15.02.2020 | Middlesbrough FC | - | Luton Town | 0:1 | ||||
| 34. Journée | 22.02.2020 | Barnsley FC | - | Middlesbrough FC | 1:0 | ||||
| 35. Journée | 26.02.2020 | Middlesbrough FC | - | Leeds United | 0:1 | ||||
| 38. Journée | 20.06.2020 | Middlesbrough FC | - | Swansea City | 0:3 | ||||
| 39. Journée | 27.06.2020 | Stoke City | - | Middlesbrough FC | 0:2 | ||||
| 40. Journée | 02.07.2020 | Hull City | - | Middlesbrough FC | 2:1 | ||||
| 41. Journée | 05.07.2020 | Middlesbrough FC | - | Queens Park Rangers | 0:1 | ||||
| 42. Journée | 08.07.2020 | Millwall FC | - | Middlesbrough FC | 0:2 | ||||
| 43. Journée | 11.07.2020 | Middlesbrough FC | - | Bristol City | 1:3 | ||||
| 44. Journée | 14.07.2020 | Reading FC | - | Middlesbrough FC | 1:2 | ||||
| 45. Journée | 18.07.2020 | Middlesbrough FC | - | Cardiff City | 1:3 |  |
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| 46. Journée | 22.07.2020 | Sheffield Wednesday | - | Middlesbrough FC | 1:2 |
Angleterre