| 9. Jornada | 08.10.1938 | Middlesbrough | - | Leeds United | 1:2 | ||||
| 10. Jornada | 15.10.1938 | Middlesbrough | - | Grimsby Town | 3:2 |  |
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| 11. Jornada | 22.10.1938 | Sunderland | - | Middlesbrough | 1:2 | |
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| 12. Jornada | 29.10.1938 | Middlesbrough | - | Wolverhampton Wanderers | 1:0 | ||||
| 13. Jornada | 05.11.1938 | Everton | - | Middlesbrough | 4:0 | ||||
| 24. Jornada | 14.01.1939 | Chelsea | - | Middlesbrough | 4:2 | |
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| 33. Jornada | 18.03.1939 | Huddersfield Town | - | Middlesbrough | 0:1 | |
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| 34. Jornada | 29.03.1939 | Middlesbrough | - | Portsmouth FC | 8:2 | |
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| 35. Jornada | 01.04.1939 | Arsenal | - | Middlesbrough | 1:2 | |
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| 37. Jornada | 08.04.1939 | Middlesbrough | - | Brentford FC | 3:1 | |
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| 36. Jornada | 10.04.1939 | Middlesbrough | - | Leicester City | 3:2 | |
Inglaterra