| 15. Round | 25/10/2014 | Gillingham FC | - | Crawley Town | 1:1 | ||||
| 16. Round | 01/11/2014 | Fleetwood Town | - | Gillingham FC | 1:0 | ||||
| 17. Round | 15/11/2014 | Gillingham FC | - | Leyton Orient | 3:2 |  |
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| 19. Round | 29/11/2014 | Gillingham FC | - | Port Vale FC | 2:2 | ||||
| 20. Round | 13/12/2014 | Doncaster Rovers | - | Gillingham FC | 1:2 | ||||
| 21. Round | 20/12/2014 | Gillingham FC | - | Chesterfield FC | 2:3 | ||||
| 22. Round | 26/12/2014 | Colchester United | - | Gillingham FC | 1:2 | ||||
| 23. Round | 28/12/2014 | Gillingham FC | - | Bristol City | 1:3 |  |
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| 24. Round | 03/01/2015 | Port Vale FC | - | Gillingham FC | 2:1 |
England