| 1. Round | 18/08/2012 | AFC Wimbledon | - | Chesterfield FC | 1:0 | ||||
| 2. Round | 21/08/2012 | Chesterfield FC | - | Rochdale AFC | 1:1 | ||||
| 3. Round | 25/08/2012 | Chesterfield FC | - | Rotherham United | 1:1 | ||||
| 4. Round | 01/09/2012 | Gillingham FC | - | Chesterfield FC | 1:1 | ||||
| 5. Round | 08/09/2012 | York City | - | Chesterfield FC | 2:2 |  |
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| 6. Round | 15/09/2012 | Chesterfield FC | - | Wycombe Wanderers | 3:1 | ||||
| 7. Round | 18/09/2012 | Chesterfield FC | - | Accrington Stanley | 4:3 |  |
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| 8. Round | 22/09/2012 | Northampton Town | - | Chesterfield FC | 0:0 | |
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| 9. Round | 29/09/2012 | Chesterfield FC | - | Torquay United | 1:1 | ||||
| 10. Round | 02/10/2012 | Morecambe FC | - | Chesterfield FC | 2:0 | |
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| 11. Round | 06/10/2012 | Aldershot Town | - | Chesterfield FC | 0:1 | ||||
| 12. Round | 13/10/2012 | Chesterfield FC | - | Dagenham & Redbridge | 1:2 | ||||
| 13. Round | 20/10/2012 | Exeter City | - | Chesterfield FC | 0:1 | ||||
| 14. Round | 23/10/2012 | Chesterfield FC | - | Fleetwood Town | 1:2 | ||||
| 15. Round | 27/10/2012 | Chesterfield FC | - | Barnet FC | 0:1 | ||||
| 16. Round | 06/11/2012 | Bradford City | - | Chesterfield FC | 0:0 | ||||
| 17. Round | 10/11/2012 | Bristol Rovers | - | Chesterfield FC | 3:2 |
England