1. Round | 01/09/1908 | Chelsea FC | - | Preston North End | 0:0 | ||||
2. Round | 05/09/1908 | Preston North End | - | Manchester United | 0:3 | ||||
4. Round | 19/09/1908 | Preston North End | - | Leicester Fosse | 0:1 | ||||
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 | ||||
34. Round | 10/04/1909 | Aston Villa | - | Preston North End | 2:4 | ||||
38. Round | 24/04/1909 | Sunderland AFC | - | Preston North End | 2:1 |