| 17. Round | 22/11/2008 | Wycombe Wanderers | - | Port Vale FC | 4:2 |  |
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| 18. Round | 25/11/2008 | Port Vale FC | - | Barnet FC | 0:0 | ||||
| 19. Round | 06/12/2008 | Port Vale FC | - | Grimsby Town | 2:1 | ||||
| 21. Round | 20/12/2008 | Port Vale FC | - | Chesterfield FC | 0:1 | ||||
| 22. Round | 26/12/2008 | Rotherham United | - | Port Vale FC | 1:0 | ||||
| 23. Round | 28/12/2008 | Port Vale FC | - | Rochdale AFC | 2:1 | ||||
| 26. Round | 17/01/2009 | Port Vale FC | - | Shrewsbury Town | 1:1 | ||||
| 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 | ||||
| 29. Round | 31/01/2009 | Morecambe FC | - | Port Vale FC | 1:1 | ||||
| 32. Round | 14/02/2009 | Brentford FC | - | Port Vale FC | 2:0 | ||||
| 33. Round | 20/02/2009 | Port Vale FC | - | Lincoln City | 0:1 | ||||
| 25. Round | 25/02/2009 | Macclesfield Town | - | Port Vale FC | 0:2 | ||||
| 34. Round | 28/02/2009 | Port Vale FC | - | Luton Town | 1:3 | ||||
| 36. Round | 07/03/2009 | AFC Bournemouth | - | Port Vale FC | 0:0 | ||||
| 37. Round | 10/03/2009 | Port Vale FC | - | Dagenham & Redbridge | 0:1 | ||||
| 30. Round | 31/03/2009 | Exeter City | - | Port Vale FC | 1:0 |
England