7. Round | 10/10/1908 | Chelsea FC | - | Sunderland AFC | 2:0 | ||||
8. Round | 17/10/1908 | Chelsea FC | - | The Wednesday FC | 2:2 | ||||
15. Round | 05/12/1908 | Notts County | - | Chelsea FC | 3:0 | ||||
16. Round | 12/12/1908 | Chelsea FC | - | Newcastle United | 1:2 | ||||
17. Round | 19/12/1908 | Bristol City | - | Chelsea FC | 1:0 | ||||
33. Round | 25/12/1908 | Manchester City | - | Chelsea FC | 1:2 | ||||
35. Round | 26/12/1908 | Chelsea FC | - | Manchester City | 1:2 | ||||
18. Round | 01/01/1909 | Middlesbrough FC | - | Chelsea FC | 1:4 | ||||
20. Round | 02/01/1909 | Chelsea FC | - | Liverpool FC | 3:0 | ||||
23. Round | 30/01/1909 | Aston Villa | - | Chelsea FC | 0:0 |