| 1. Round | 27/08/1927 | Manchester United | - | Middlesbrough FC | 3:0 | ||||
| 3. Round | 03/09/1927 | Birmingham FC | - | Manchester United | 0:0 | ||||
| 4. Round | 07/09/1927 | Manchester United | - | The Wednesday FC | 1:1 | ||||
| 10. Round | 15/10/1927 | Manchester United | - | Cardiff City | 2:2 | ||||
| 11. Round | 22/10/1927 | Manchester United | - | Derby County | 5:0 | ||||
| 12. Round | 29/10/1927 | West Ham United | - | Manchester United | 1:2 | ||||
| 13. Round | 05/11/1927 | Manchester United | - | Portsmouth FC | 2:0 | ||||
| 14. Round | 12/11/1927 | Sunderland AFC | - | Manchester United | 4:1 | ||||
| 15. Round | 19/11/1927 | Manchester United | - | Aston Villa | 5:1 | ||||
| 16. Round | 26/11/1927 | Burnley FC | - | Manchester United | 4:0 | ||||
| 33. Round | 17/03/1928 | Portsmouth FC | - | Manchester United | 1:0 |
England