| 8. Round | 27/09/2008 | Gillingham FC | - | Port Vale FC | 1:0 | ||||
| 14. Round | 28/10/2008 | Aldershot Town | - | Port Vale FC | 1:0 | ||||
| 16. Round | 15/11/2008 | Port Vale FC | - | Brentford FC | 0:3 | ||||
| 17. Round | 22/11/2008 | Wycombe Wanderers | - | Port Vale FC | 4:2 | ||||
| 18. Round | 25/11/2008 | Port Vale FC | - | Barnet FC | 0:0 | ||||
| 24. Round | 20/01/2009 | Port Vale FC | - | Gillingham FC | 1:3 | ||||
| 27. Round | 24/01/2009 | Notts County | - | Port Vale FC | 4:2 | ||||
| 28. Round | 27/01/2009 | Port Vale FC | - | Chester City | 3:0 |  |
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| 33. Round | 20/02/2009 | Port Vale FC | - | Lincoln City | 0:1 | ||||
| 34. Round | 28/02/2009 | Port Vale FC | - | Luton Town | 1:3 | ||||
| 40. Round | 28/03/2009 | Chesterfield FC | - | Port Vale FC | 2:1 | ||||
| 30. Round | 31/03/2009 | Exeter City | - | Port Vale FC | 1:0 | ||||
| 41. Round | 04/04/2009 | Port Vale FC | - | Bury FC | 1:1 | |
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| 31. Round | 07/04/2009 | Port Vale FC | - | Aldershot Town | 0:0 | ||||
| 42. Round | 11/04/2009 | Rochdale AFC | - | Port Vale FC | 1:0 | ||||
| 43. Round | 13/04/2009 | Port Vale FC | - | Rotherham United | 0:0 | ||||
| 45. Round | 25/04/2009 | Port Vale FC | - | Wycombe Wanderers | 1:1 | ||||
| 46. Round | 02/05/2009 | Barnet FC | - | Port Vale FC | 1:2 |
Northern Ireland