28. Round | 27/01/2009 | Port Vale FC | - | Chester City | 3:0 | ||||
35. Round | 03/03/2009 | Wycombe Wanderers | - | Chester City | 2:0 | ||||
41. Round | 04/04/2009 | Notts County | - | Chester City | 1:2 | ||||
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 |