| 3. Round | 03/09/1927 | The Wednesday FC | - | Cardiff City | 3:3 | ||||
| 4. Round | 07/09/1927 | Manchester United | - | The Wednesday FC | 1:1 | ||||
| 5. Round | 10/09/1927 | Blackburn Rovers | - | The Wednesday FC | 3:1 | ||||
| 6. Round | 17/09/1927 | The Wednesday FC | - | Bolton Wanderers | 3:0 | ||||
| 7. Round | 24/09/1927 | Sheffield United | - | The Wednesday FC | 1:1 | ||||
| 8. Round | 01/10/1927 | Middlesbrough FC | - | The Wednesday FC | 3:3 | ||||
| 9. Round | 08/10/1927 | The Wednesday FC | - | Birmingham FC | 2:3 |
England