| 16. Round | 13/11/2010 | Gillingham FC | - | Crewe Alexandra | 1:3 | ||||
| 17. Round | 20/11/2010 | Oxford United | - | Gillingham FC | 0:1 | ||||
| 26. Round | 08/01/2011 | Stockport County | - | Gillingham FC | 1:5 | ||||
| 27. Round | 15/01/2011 | Gillingham FC | - | Northampton Town | 1:0 | ||||
| 28. Round | 22/01/2011 | Torquay United | - | Gillingham FC | 1:1 | ||||
| 21. Round | 25/01/2011 | Gillingham FC | - | Chesterfield FC | 0:2 | ||||
| 29. Round | 29/01/2011 | Gillingham FC | - | Aldershot Town | 2:1 | ||||
| 30. Round | 01/02/2011 | Stevenage FC | - | Gillingham FC | 2:2 | ||||
| 31. Round | 05/02/2011 | Gillingham FC | - | Oxford United | 0:0 | ||||
| 19. Round | 08/02/2011 | Gillingham FC | - | Rotherham United | 3:1 | ||||
| 32. Round | 12/02/2011 | Crewe Alexandra | - | Gillingham FC | 1:1 | ||||
| 33. Round | 19/02/2011 | Gillingham FC | - | Bury FC | 1:1 | ||||
| 34. Round | 26/02/2011 | Shrewsbury Town | - | Gillingham FC | 0:0 | ||||
| 22. Round | 01/03/2011 | Aldershot Town | - | Gillingham FC | 1:1 | ||||
| 44. Round | 25/04/2011 | Rotherham United | - | Gillingham FC | 0:1 | ||||
| 45. Round | 30/04/2011 | Gillingham FC | - | Macclesfield Town | 2:4 |  |
 |
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| 46. Round | 07/05/2011 | Chesterfield FC | - | Gillingham FC | 3:1 | |
England