| 2. Round | 01/09/1919 | Preston North End | - | Bradford City | 1:5 | ||||
| 3. Round | 06/09/1919 | Preston North End | - | Blackburn Rovers | 0:0 | ||||
| 4. Round | 10/09/1919 | Bradford City | - | Preston North End | 2:2 | ||||
| 5. Round | 13/09/1919 | Preston North End | - | Manchester United | 2:3 | ||||
| 6. Round | 20/09/1919 | Manchester United | - | Preston North End | 5:1 | ||||
| 7. Round | 27/09/1919 | Preston North End | - | Oldham Athletic | 2:1 | ||||
| 8. Round | 04/10/1919 | Oldham Athletic | - | Preston North End | 4:1 | ||||
| 9. Round | 11/10/1919 | Preston North End | - | Aston Villa | 3:0 | ||||
| 21. Round | 26/12/1919 | Preston North End | - | Bolton Wanderers | 1:1 | ||||
| 22. Round | 27/12/1919 | Burnley FC | - | Preston North End | 1:1 |  |
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| 37. Round | 01/01/1920 | Sheffield United | - | Preston North End | 2:1 | ||||
| 23. Round | 03/01/1920 | Middlesbrough FC | - | Preston North End | 4:1 |
England