| 7. Journée | 10.10.1908 | Manchester United | - | Sheffield United | 2:1 |  |
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| 8. Journée | 17.10.1908 | Sheffield United | - | Everton FC | 1:5 | |
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| 9. Journée | 24.10.1908 | Leicester Fosse | - | Sheffield United | 1:1 | ||||
| 14. Journée | 28.11.1908 | Sheffield United | - | Preston North End | 2:1 | ||||
| 15. Journée | 05.12.1908 | Middlesbrough FC | - | Sheffield United | 1:2 | ||||
| 16. Journée | 12.12.1908 | Sheffield United | - | Manchester City | 4:0 | |
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| 17. Journée | 19.12.1908 | Liverpool FC | - | Sheffield United | 2:1 | ||||
| 18. Journée | 25.12.1908 | The Wednesday FC | - | Sheffield United | 1:0 | ||||
| 19. Journée | 26.12.1908 | Sheffield United | - | The Wednesday FC | 2:1 | ||||
| 20. Journée | 02.01.1909 | Nottingham Forest | - | Sheffield United | 0:2 | |
Écosse