| 1. Round | 06/08/2011 | Gillingham FC | - | Cheltenham Town | 1:0 | ||||
| 2. Round | 13/08/2011 | Crewe Alexandra | - | Gillingham FC | 1:2 | ||||
| 3. Round | 16/08/2011 | Barnet FC | - | Gillingham FC | 2:2 | ||||
| 4. Round | 20/08/2011 | Gillingham FC | - | Plymouth Argyle | 3:0 | ||||
| 5. Round | 27/08/2011 | Rotherham United | - | Gillingham FC | 3:0 | ||||
| 6. Round | 03/09/2011 | Gillingham FC | - | Shrewsbury Town | 0:1 | ||||
| 7. Round | 10/09/2011 | Gillingham FC | - | Accrington Stanley | 1:1 | ||||
| 8. Round | 13/09/2011 | Southend United | - | Gillingham FC | 1:0 |  |
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| 9. Round | 17/09/2011 | Hereford United | - | Gillingham FC | 1:6 | |
England