| 39. Round | 26/03/2006 | Wrexham AFC | - | Chester City | 2:1 |  |
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| 33. Round | 29/03/2006 | Boston United | - | Chester City | 1:3 | ||||
| 40. Round | 01/04/2006 | Chester City | - | Macclesfield Town | 2:1 | ||||
| 41. Round | 08/04/2006 | Oxford United | - | Chester City | 0:1 | ||||
| 24. Round | 12/04/2006 | Chester City | - | Wrexham AFC | 2:1 | ||||
| 42. Round | 15/04/2006 | Chester City | - | Wycombe Wanderers | 1:0 |  |
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| 43. Round | 17/04/2006 | Bury FC | - | Chester City | 0:0 | ||||
| 44. Round | 22/04/2006 | Chester City | - | Barnet FC | 0:0 | ||||
| 45. Round | 29/04/2006 | Northampton Town | - | Chester City | 1:0 | |
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| 46. Round | 06/05/2006 | Chester City | - | Shrewsbury Town | 0:1 |
England