| 26. Ronde | 11.01.2014 | Colchester United | - | Gillingham FC | 3:0 | ||||
| 30. Ronde | 01.02.2014 | Gillingham FC | - | Port Vale FC | 3:2 | ||||
| 24. Ronde | 04.02.2014 | Stevenage FC | - | Gillingham FC | 3:1 |  |
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| 31. Ronde | 08.02.2014 | Carlisle United | - | Gillingham FC | 1:2 | ||||
| 32. Ronde | 19.02.2014 | Gillingham FC | - | Sheffield United | 0:1 | ||||
| 33. Ronde | 22.02.2014 | Oldham Athletic | - | Gillingham FC | 1:0 | ||||
| 34. Ronde | 01.03.2014 | Bristol City | - | Gillingham FC | 2:1 | ||||
| 40. Ronde | 08.04.2014 | Peterborough United | - | Gillingham FC | 2:0 | ||||
| 42. Ronde | 12.04.2014 | Leyton Orient | - | Gillingham FC | 5:1 | ||||
| 45. Ronde | 26.04.2014 | Preston North End | - | Gillingham FC | 3:1 |
Canada