36. Round | 07/09/1908 | Everton FC | - | Woolwich Arsenal | 0:3 | ||||
3. Round | 12/09/1908 | Woolwich Arsenal | - | Newcastle United | 1:2 | ||||
4. Round | 19/09/1908 | Bristol City | - | Woolwich Arsenal | 2:1 | ||||
5. Round | 26/09/1908 | Woolwich Arsenal | - | Preston North End | 1:0 | ||||
6. Round | 03/10/1908 | Middlesbrough FC | - | Woolwich Arsenal | 1:1 | ||||
7. Round | 10/10/1908 | Woolwich Arsenal | - | Manchester City | 3:0 | ||||
8. Round | 17/10/1908 | Liverpool FC | - | Woolwich Arsenal | 2:2 | ||||
9. Round | 24/10/1908 | Woolwich Arsenal | - | Bury FC | 4:0 | ||||
10. Round | 31/10/1908 | Sheffield United | - | Woolwich Arsenal | 1:1 | ||||
11. Round | 07/11/1908 | Woolwich Arsenal | - | Aston Villa | 0:1 | ||||
12. Round | 14/11/1908 | Nottingham Forest | - | Woolwich Arsenal | 0:1 | ||||
13. Round | 21/11/1908 | Woolwich Arsenal | - | Sunderland AFC | 0:4 | ||||
33. Round | 28/12/1908 | The Wednesday FC | - | Woolwich Arsenal | 6:2 | ||||
34. Round | 10/04/1909 | Blackburn Rovers | - | Woolwich Arsenal | 1:3 | ||||
35. Round | 12/04/1909 | Woolwich Arsenal | - | The Wednesday FC | 2:0 | ||||
37. Round | 17/04/1909 | Woolwich Arsenal | - | Bradford City | 1:0 | ||||
38. Round | 27/04/1909 | Manchester United | - | Woolwich Arsenal | 1:4 |