| 31. Ronde | 08.02.2020 | Brentford FC | - | Middlesbrough FC | 3:2 | ||||
| 32. Ronde | 11.02.2020 | Wigan Athletic | - | Middlesbrough FC | 2:2 |  |
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| 33. Ronde | 15.02.2020 | Middlesbrough FC | - | Luton Town | 0:1 | ||||
| 34. Ronde | 22.02.2020 | Barnsley FC | - | Middlesbrough FC | 1:0 | ||||
| 35. Ronde | 26.02.2020 | Middlesbrough FC | - | Leeds United | 0:1 | |
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| 36. Ronde | 02.03.2020 | Middlesbrough FC | - | Nottingham Forest | 2:2 | ||||
| 37. Ronde | 07.03.2020 | Charlton Athletic | - | Middlesbrough FC | 0:1 | ||||
| 41. Ronde | 05.07.2020 | Middlesbrough FC | - | Queens Park Rangers | 0:1 |
Frankrijk