| 7. Round | 20/09/2008 | Rotherham United | - | Luton Town | 1:0 | ||||
| 9. Round | 04/10/2008 | Bradford City | - | Luton Town | 1:1 | ||||
| 10. Round | 11/10/2008 | Luton Town | - | Darlington FC | 1:2 | ||||
| 21. Round | 20/12/2008 | Luton Town | - | Morecambe FC | 1:1 | ||||
| 26. Round | 17/01/2009 | Darlington FC | - | Luton Town | 5:1 | ||||
| 27. Round | 24/01/2009 | Luton Town | - | Bradford City | 3:3 | ||||
| 28. Round | 27/01/2009 | AFC Bournemouth | - | Luton Town | 1:1 | ||||
| 29. Round | 31/01/2009 | Luton Town | - | Bury FC | 1:2 | ||||
| 32. Round | 14/02/2009 | Dagenham & Redbridge | - | Luton Town | 2:1 | ||||
| 33. Round | 21/02/2009 | Luton Town | - | Shrewsbury Town | 3:1 | ||||
| 31. Round | 24/02/2009 | Accrington Stanley | - | Luton Town | 0:0 | ||||
| 34. Round | 28/02/2009 | Port Vale FC | - | Luton Town | 1:3 | ||||
| 35. Round | 03/03/2009 | Luton Town | - | Gillingham FC | 0:0 |  |
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| 36. Round | 07/03/2009 | Luton Town | - | Exeter City | 1:2 | ||||
| 37. Round | 10/03/2009 | Notts County | - | Luton Town | 0:2 | ||||
| 38. Round | 14/03/2009 | Aldershot Town | - | Luton Town | 2:1 | ||||
| 42. Round | 11/04/2009 | Lincoln City | - | Luton Town | 0:0 | ||||
| 43. Round | 13/04/2009 | Luton Town | - | Chesterfield FC | 0:0 | ||||
| 44. Round | 18/04/2009 | Barnet FC | - | Luton Town | 1:1 |
England