| 3. Round | 14/08/2004 | Chester City | - | Mansfield Town | 0:3 | ||||
| 4. Round | 21/08/2004 | Bury FC | - | Chester City | 1:1 | ||||
| 5. Round | 28/08/2004 | Chester City | - | Darlington FC | 0:3 | ||||
| 6. Round | 30/08/2004 | Boston United | - | Chester City | 3:1 | ||||
| 7. Round | 04/09/2004 | Chester City | - | Macclesfield Town | 1:0 | ||||
| 11. Round | 02/10/2004 | Chester City | - | Swansea City | 1:1 | ||||
| 18. Round | 19/11/2004 | Northampton Town | - | Chester City | 1:1 |  |
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| 19. Round | 27/11/2004 | Chester City | - | Oxford United | 1:3 | |
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| 20. Round | 07/12/2004 | Bristol Rovers | - | Chester City | 4:1 | ||||
| 21. Round | 11/12/2004 | Chester City | - | Shrewsbury Town | 1:1 |
England