| 5. Ronde | 30.08.2014 | Port Vale FC | - | Chesterfield FC | 1:2 | ||||
| 7. Ronde | 13.09.2014 | Chesterfield FC | - | Scunthorpe United | 4:1 | ||||
| 8. Ronde | 16.09.2014 | Preston North End | - | Chesterfield FC | 3:3 | ||||
| 9. Ronde | 20.09.2014 | Doncaster Rovers | - | Chesterfield FC | 3:2 | ||||
| 10. Ronde | 27.09.2014 | Chesterfield FC | - | Notts County | 1:1 | ||||
| 11. Ronde | 04.10.2014 | Chesterfield FC | - | Sheffield United | 3:2 | ||||
| 12. Ronde | 11.10.2014 | Bristol City | - | Chesterfield FC | 3:2 | ||||
| 13. Ronde | 18.10.2014 | Chesterfield FC | - | Oldham Athletic | 1:1 | ||||
| 14. Ronde | 21.10.2014 | Colchester United | - | Chesterfield FC | 2:1 | ||||
| 6. Ronde | 28.10.2014 | Chesterfield FC | - | Swindon Town | 0:3 | ||||
| 16. Ronde | 01.11.2014 | Chesterfield FC | - | Yeovil Town | 0:0 |
Jamaica
Engeland