| 1. Round | 25/08/1934 | Leeds United | - | Middlesbrough FC | 2:4 | ||||
| 2. Round | 29/08/1934 | Middlesbrough FC | - | Portsmouth FC | 1:1 |  |
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| 3. Round | 01/09/1934 | Middlesbrough FC | - | West Bromwich Albion | 0:0 | ||||
| 4. Round | 05/09/1934 | Portsmouth FC | - | Middlesbrough FC | 1:0 | ||||
| 5. Round | 08/09/1934 | Sheffield Wednesday | - | Middlesbrough FC | 3:3 | ||||
| 6. Round | 15/09/1934 | Middlesbrough FC | - | Birmingham FC | 0:1 | ||||
| 26. Round | 06/02/1935 | Birmingham FC | - | Middlesbrough FC | 4:2 | ||||
| 28. Round | 09/02/1935 | Manchester City | - | Middlesbrough FC | 6:2 | ||||
| 29. Round | 16/02/1935 | Middlesbrough FC | - | Sunderland AFC | 0:0 | ||||
| 30. Round | 23/02/1935 | Middlesbrough FC | - | Blackburn Rovers | 3:3 | ||||
| 31. Round | 02/03/1935 | Leicester City | - | Middlesbrough FC | 3:1 | |
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| 32. Round | 09/03/1935 | Middlesbrough FC | - | Derby County | 1:1 |
England