26. Round | 17/01/2009 | Chester City | - | Chesterfield FC | 1:3 | ||||
27. Round | 24/01/2009 | Lincoln City | - | Chester City | 1:1 | ||||
31. Round | 07/02/2009 | Brentford FC | - | Chester City | 3:0 | ||||
32. Round | 14/02/2009 | Morecambe FC | - | Chester City | 3:1 | ||||
25. Round | 17/02/2009 | Shrewsbury Town | - | Chester City | 1:0 | ||||
33. Round | 21/02/2009 | Chester City | - | Exeter City | 0:0 | ||||
34. Round | 28/02/2009 | Chester City | - | Dagenham & Redbridge | 2:2 | ||||
39. Round | 21/03/2009 | Bury FC | - | Chester City | 1:1 | ||||
40. Round | 28/03/2009 | Chester City | - | Bradford City | 0:0 | ||||
41. Round | 04/04/2009 | Notts County | - | Chester City | 1:2 | ||||
42. Round | 11/04/2009 | Chester City | - | Macclesfield Town | 0:2 | ||||
43. Round | 13/04/2009 | Accrington Stanley | - | Chester City | 0:1 | ||||
44. Round | 18/04/2009 | Chester City | - | AFC Bournemouth | 0:2 | ||||
45. Round | 25/04/2009 | Aldershot Town | - | Chester City | 2:2 | ||||
46. Round | 02/05/2009 | Chester City | - | Darlington FC | 1:2 |