| 26. Jornada | 17.01.2009 | Chester City | - | Chesterfield FC | 1:3 | ||||
| 27. Jornada | 24.01.2009 | Lincoln City | - | Chester City | 1:1 | ||||
| 31. Jornada | 07.02.2009 | Brentford FC | - | Chester City | 3:0 | ||||
| 32. Jornada | 14.02.2009 | Morecambe FC | - | Chester City | 3:1 | ||||
| 25. Jornada | 17.02.2009 | Shrewsbury Town | - | Chester City | 1:0 | ||||
| 33. Jornada | 21.02.2009 | Chester City | - | Exeter City | 0:0 | ||||
| 34. Jornada | 28.02.2009 | Chester City | - | Dagenham & Redbridge | 2:2 | ||||
| 39. Jornada | 21.03.2009 | Bury FC | - | Chester City | 1:1 | ||||
| 40. Jornada | 28.03.2009 | Chester City | - | Bradford City | 0:0 | ||||
| 41. Jornada | 04.04.2009 | Notts County | - | Chester City | 1:2 | ||||
| 42. Jornada | 11.04.2009 | Chester City | - | Macclesfield Town | 0:2 | ||||
| 43. Jornada | 13.04.2009 | Accrington Stanley | - | Chester City | 0:1 | ||||
| 44. Jornada | 18.04.2009 | Chester City | - | Bournemouth | 0:2 | ||||
| 45. Jornada | 25.04.2009 | Aldershot Town | - | Chester City | 2:2 | ||||
| 46. Jornada | 02.05.2009 | Chester City | - | Darlington FC | 1:2 |
Inglaterra