| 30. Round | 01/02/2014 | Gillingham FC | - | Port Vale FC | 3:2 | ||||
| 31. Round | 08/02/2014 | Carlisle United | - | Gillingham FC | 1:2 |  |
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| 33. Round | 22/02/2014 | Oldham Athletic | - | Gillingham FC | 1:0 | ||||
| 34. Round | 01/03/2014 | Bristol City | - | Gillingham FC | 2:1 | ||||
| 35. Round | 08/03/2014 | Gillingham FC | - | Crawley Town | 1:0 | ||||
| 37. Round | 15/03/2014 | Bradford City | - | Gillingham FC | 1:1 | ||||
| 38. Round | 22/03/2014 | Gillingham FC | - | Crewe Alexandra | 1:3 |
England