| 16. Jornada | 14.11.2008 | Chesterfield FC | - | Shrewsbury Town | 2:2 | ||||
| 17. Jornada | 22.11.2008 | Lincoln City | - | Shrewsbury Town | 0:0 | ||||
| 18. Jornada | 25.11.2008 | Shrewsbury Town | - | Dagenham & Redbridge | 2:1 |  |
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| 19. Jornada | 06.12.2008 | Shrewsbury Town | - | Rotherham United | 1:0 | ||||
| 20. Jornada | 13.12.2008 | Grimsby Town | - | Shrewsbury Town | 1:0 | ||||
| 21. Jornada | 20.12.2008 | Shrewsbury Town | - | Wycombe Wanderers | 0:1 | ||||
| 22. Jornada | 26.12.2008 | Rochdale AFC | - | Shrewsbury Town | 2:1 | ||||
| 23. Jornada | 28.12.2008 | Shrewsbury Town | - | Bury FC | 1:0 | ||||
| 24. Jornada | 03.01.2009 | Bradford City | - | Shrewsbury Town | 0:0 |
Inglaterra