8. Round | 17/10/1908 | Preston North End | - | Bristol City | 2:1 | ||||
9. Round | 24/10/1908 | The Wednesday FC | - | Preston North End | 1:0 | ||||
10. Round | 31/10/1908 | Middlesbrough FC | - | Preston North End | 4:2 | ||||
14. Round | 28/11/1908 | Sheffield United | - | Preston North End | 2:1 | ||||
23. Round | 30/01/1909 | Preston North End | - | Woolwich Arsenal | 0:0 | ||||
25. Round | 13/02/1909 | Preston North End | - | Newcastle United | 0:1 |