25. Round | 13/02/1909 | Sunderland AFC | - | Chelsea FC | 1:2 | ||||
29. Round | 13/03/1909 | Chelsea FC | - | Manchester United | 1:1 | ||||
32. Round | 03/04/1909 | Woolwich Arsenal | - | Chelsea FC | 0:0 | ||||
19. Round | 09/04/1909 | Chelsea FC | - | Middlesbrough FC | 3:0 | ||||
34. Round | 10/04/1909 | Chelsea FC | - | Notts County | 3:2 |