| 8. Ronde | 21.09.2013 | Oxford United | - | Chesterfield FC | 0:1 | ||||
| 9. Ronde | 28.09.2013 | Chesterfield FC | - | Mansfield Town | 0:1 | ||||
| 10. Ronde | 05.10.2013 | Morecambe FC | - | Chesterfield FC | 4:3 | ||||
| 13. Ronde | 22.10.2013 | Chesterfield FC | - | York City | 2:2 |  |
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| 14. Ronde | 26.10.2013 | Bristol Rovers | - | Chesterfield FC | 0:0 | ||||
| 15. Ronde | 02.11.2013 | Chesterfield FC | - | Scunthorpe United | 1:1 | ||||
| 18. Ronde | 26.11.2013 | Chesterfield FC | - | Northampton Town | 0:0 |
Ierland