| 10. Round | 31/10/1908 | Aston Villa | - | Leicester Fosse | 1:1 | ||||
| 11. Round | 07/11/1908 | Leicester Fosse | - | Nottingham Forest | 0:3 | ||||
| 12. Round | 14/11/1908 | Sunderland AFC | - | Leicester Fosse | 3:1 | ||||
| 13. Round | 21/11/1908 | Leicester Fosse | - | Chelsea FC | 5:2 | ||||
| 14. Round | 28/11/1908 | Blackburn Rovers | - | Leicester Fosse | 3:0 | ||||
| 15. Round | 05/12/1908 | Leicester Fosse | - | Bradford City | 1:4 | ||||
| 16. Round | 12/12/1908 | Manchester United | - | Leicester Fosse | 4:2 | ||||
| 17. Round | 19/12/1908 | Leicester Fosse | - | Everton FC | 0:2 | ||||
| 18. Round | 25/12/1908 | Leicester Fosse | - | Woolwich Arsenal | 1:1 | ||||
| 19. Round | 26/12/1908 | Woolwich Arsenal | - | Leicester Fosse | 2:1 |  |
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| 36. Round | 01/01/1909 | The Wednesday FC | - | Leicester Fosse | 3:1 | ||||
| 20. Round | 02/01/1909 | Leicester Fosse | - | Newcastle United | 0:4 | ||||
| 21. Round | 09/01/1909 | Bristol City | - | Leicester Fosse | 1:1 | ||||
| 25. Round | 13/02/1909 | Liverpool FC | - | Leicester Fosse | 4:1 | ||||
| 26. Round | 20/02/1909 | Leicester Fosse | - | Bury FC | 2:5 | ||||
| 29. Round | 21/04/1909 | Nottingham Forest | - | Leicester Fosse | 12:0 |
Scotland