| 4. Round | 07/09/1927 | Manchester United | - | The Wednesday FC | 1:1 | ||||
| 5. Round | 10/09/1927 | Blackburn Rovers | - | The Wednesday FC | 3:1 | ||||
| 13. Round | 05/11/1927 | The Wednesday FC | - | Bury FC | 4:0 |  |
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| 14. Round | 12/11/1927 | Liverpool FC | - | The Wednesday FC | 5:2 | ||||
| 15. Round | 19/11/1927 | The Wednesday FC | - | Leicester City | 1:2 | ||||
| 16. Round | 26/11/1927 | Derby County | - | The Wednesday FC | 4:6 | |
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| 17. Round | 03/12/1927 | The Wednesday FC | - | West Ham United | 2:0 | ||||
| 18. Round | 10/12/1927 | Portsmouth FC | - | The Wednesday FC | 0:0 | ||||
| 19. Round | 17/12/1927 | The Wednesday FC | - | Sunderland AFC | 0:0 | ||||
| 20. Round | 24/12/1927 | Aston Villa | - | The Wednesday FC | 5:4 | ||||
| 21. Round | 26/12/1927 | Huddersfield Town | - | The Wednesday FC | 1:0 | ||||
| 22. Round | 27/12/1927 | The Wednesday FC | - | Huddersfield Town | 0:5 | ||||
| 24. Round | 07/01/1928 | Cardiff City | - | The Wednesday FC | 1:1 | ||||
| 25. Round | 21/01/1928 | The Wednesday FC | - | Blackburn Rovers | 4:1 | |
England