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 |