| 8. Round | 04/10/1919 | Manchester United | - | Middlesbrough FC | 1:1 | ||||
| 9. Round | 11/10/1919 | Manchester City | - | Manchester United | 3:3 | ||||
| 17. Round | 06/12/1919 | Aston Villa | - | Manchester United | 2:0 | ||||
| 18. Round | 13/12/1919 | Manchester United | - | Aston Villa | 1:2 | ||||
| 25. Round | 24/01/1920 | West Bromwich Albion | - | Manchester United | 2:1 | ||||
| 16. Round | 11/02/1920 | Manchester United | - | Oldham Athletic | 1:1 | ||||
| 36. Round | 03/04/1920 | Manchester United | - | Bolton Wanderers | 1:1 |  |
|||
| 37. Round | 06/04/1920 | Bradford Park Avenue | - | Manchester United | 1:4 | |
|||
| 38. Round | 10/04/1920 | Bolton Wanderers | - | Manchester United | 3:5 | |
|||
| 39. Round | 17/04/1920 | Manchester United | - | Blackburn Rovers | 1:1 | ||||
| 40. Round | 24/04/1920 | Blackburn Rovers | - | Manchester United | 5:0 | ||||
| 41. Round | 26/04/1920 | Manchester United | - | Notts County | 0:0 |
Northern Ireland