1. Round | 01/09/1908 | Chelsea FC | - | Preston North End | 0:0 | ||||
2. Round | 05/09/1908 | Liverpool FC | - | Chelsea FC | 2:1 | ||||
36. Round | 07/09/1908 | Preston North End | - | Chelsea FC | 6:0 | ||||
3. Round | 12/09/1908 | Chelsea FC | - | Bury FC | 4:1 | ||||
4. Round | 19/09/1908 | Sheffield United | - | Chelsea FC | 1:3 | ||||
24. Round | 21/09/1908 | Chelsea FC | - | Nottingham Forest | 2:1 | ||||
5. Round | 26/09/1908 | Chelsea FC | - | Aston Villa | 0:2 | ||||
6. Round | 03/10/1908 | Nottingham Forest | - | Chelsea FC | 2:1 | ||||
9. Round | 24/10/1908 | Blackburn Rovers | - | Chelsea FC | 2:0 | ||||
10. Round | 31/10/1908 | Chelsea FC | - | Bradford City | 1:1 | ||||
11. Round | 07/11/1908 | Manchester United | - | Chelsea FC | 0:1 | ||||
14. Round | 28/11/1908 | Chelsea FC | - | Woolwich Arsenal | 1:2 | ||||
15. Round | 05/12/1908 | Notts County | - | Chelsea FC | 3:0 | ||||
16. Round | 12/12/1908 | Chelsea FC | - | Newcastle United | 1:2 | ||||
22. Round | 23/01/1909 | Chelsea FC | - | Sheffield United | 1:1 |