| 1. Round | 07/08/2010 | Southend United | - | Stockport County | 1:1 | ||||
| 2. Round | 14/08/2010 | Aldershot Town | - | Southend United | 1:0 |  |
|||
| 3. Round | 21/08/2010 | Southend United | - | Port Vale FC | 1:3 | ||||
| 4. Round | 27/08/2010 | Bradford City | - | Southend United | 0:2 | ||||
| 8. Round | 25/09/2010 | Hereford United | - | Southend United | 1:3 | ||||
| 12. Round | 16/10/2010 | Southend United | - | Crewe Alexandra | 0:2 | |
|||
| 16. Round | 13/11/2010 | Southend United | - | Accrington Stanley | 1:1 | ||||
| 18. Round | 23/11/2010 | Stevenage FC | - | Southend United | 1:1 | ||||
| 20. Round | 11/12/2010 | Burton Albion | - | Southend United | 3:1 | ||||
| 23. Round | 15/03/2011 | Crewe Alexandra | - | Southend United | 1:0 | ||||
| 32. Round | 05/04/2011 | Accrington Stanley | - | Southend United | 3:1 | |
|||
| 41. Round | 09/04/2011 | Port Vale FC | - | Southend United | 1:1 |  |
|||
| 42. Round | 15/04/2011 | Southend United | - | Bradford City | 4:0 | ||||
| 43. Round | 22/04/2011 | Southend United | - | Stevenage FC | 1:0 | ||||
| 44. Round | 25/04/2011 | Macclesfield Town | - | Southend United | 0:0 | ||||
| 45. Round | 30/04/2011 | Southend United | - | Burton Albion | 1:1 | ||||
| 46. Round | 07/05/2011 | Wycombe Wanderers | - | Southend United | 3:1 | |
England