| 6. Round | 17/09/1932 | Middlesbrough FC | - | Liverpool FC | 0:1 | ||||
| 7. Round | 24/09/1932 | Leicester City | - | Middlesbrough FC | 1:1 |  |
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| 8. Round | 01/10/1932 | Middlesbrough FC | - | Portsmouth FC | 5:4 | ||||
| 9. Round | 08/10/1932 | Chelsea FC | - | Middlesbrough FC | 2:1 | ||||
| 29. Round | 01/03/1933 | Middlesbrough FC | - | Chelsea FC | 2:1 | |
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| 32. Round | 11/03/1933 | Middlesbrough FC | - | Birmingham FC | 2:2 | ||||
| 30. Round | 15/03/1933 | Huddersfield Town | - | Middlesbrough FC | 0:1 | ||||
| 31. Round | 22/03/1933 | Sunderland AFC | - | Middlesbrough FC | 0:0 | ||||
| 34. Round | 25/03/1933 | Middlesbrough FC | - | Blackpool FC | 2:0 | |
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| 21. Round | 27/03/1933 | Sheffield United | - | Middlesbrough FC | 2:0 |
England