| 30. Round | 10/02/2015 | Southend United | - | Cheltenham Town | 2:0 | ||||
| 32. Round | 21/02/2015 | Stevenage FC | - | Southend United | 4:2 | ||||
| 40. Round | 03/04/2015 | Southend United | - | Mansfield Town | 2:0 | ||||
| 41. Round | 06/04/2015 | Hartlepool United | - | Southend United | 0:1 |  |
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| 42. Round | 11/04/2015 | Southend United | - | Tranmere Rovers | 1:0 | ||||
| 43. Round | 14/04/2015 | Southend United | - | Newport County | 2:0 | ||||
| 44. Round | 18/04/2015 | Exeter City | - | Southend United | 0:1 | |
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| 39. Round | 21/04/2015 | Bury FC | - | Southend United | 0:1 | ||||
| 45. Round | 25/04/2015 | Southend United | - | Luton Town | 1:0 | ||||
| 46. Round | 02/05/2015 | Morecambe FC | - | Southend United | 3:1 |
England