4. Round | 23/09/1899 | Preston North End | - | Sunderland AFC | 0:1 | ||||
5. Round | 30/09/1899 | West Bromwich Albion | - | Preston North End | 1:0 | ||||
12. Round | 18/11/1899 | Preston North End | - | Sheffield United | 0:1 | ||||
24. Round | 30/04/1900 | Preston North End | - | Blackburn Rovers | 2:0 |