| 1. Round | 30/08/1919 | Blackburn Rovers | - | Preston North End | 4:0 | ||||
| 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 | ||||
| 6. Round | 20/09/1919 | Manchester United | - | Preston North End | 5:1 | ||||
| 10. Round | 18/10/1919 | Aston Villa | - | Preston North End | 2:4 | ||||
| 12. Round | 01/11/1919 | Newcastle United | - | Preston North End | 1:0 | ||||
| 13. Round | 08/11/1919 | Preston North End | - | Chelsea FC | 3:1 | ||||
| 14. Round | 15/11/1919 | Chelsea FC | - | Preston North End | 4:0 | ||||
| 15. Round | 22/11/1919 | Preston North End | - | Liverpool FC | 2:1 |  |
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| 16. Round | 29/11/1919 | Liverpool FC | - | Preston North End | 1:2 | |
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| 17. Round | 06/12/1919 | Preston North End | - | Bradford Park Avenue | 0:3 | ||||
| 19. Round | 20/12/1919 | Preston North End | - | Burnley FC | 0:1 | ||||
| 22. Round | 27/12/1919 | Burnley FC | - | Preston North End | 1:1 | ||||
| 37. Round | 01/01/1920 | Sheffield United | - | Preston North End | 2:1 | ||||
| 23. Round | 03/01/1920 | Middlesbrough FC | - | Preston North End | 4:1 |
Ireland
All Ireland