| 1. Jornada | 09.08.2014 | Accrington Stanley | - | Southend United | 0:1 | ||||
| 2. Jornada | 16.08.2014 | Southend United | - | Stevenage FC | 2:0 |  |
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| 3. Jornada | 19.08.2014 | Southend United | - | AFC Wimbledon | 0:1 | ||||
| 4. Jornada | 23.08.2014 | Carlisle United | - | Southend United | 1:1 |  |
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| 5. Jornada | 30.08.2014 | Plymouth Argyle | - | Southend United | 2:0 | ||||
| 6. Jornada | 06.09.2014 | Southend United | - | Oxford United | 1:1 | ||||
| 8. Jornada | 16.09.2014 | Cheltenham Town | - | Southend United | 0:1 | |
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| 9. Jornada | 20.09.2014 | York City | - | Southend United | 2:3 | ||||
| 10. Jornada | 27.09.2014 | Southend United | - | Shrewsbury Town | 1:0 | ||||
| 11. Jornada | 04.10.2014 | Southend United | - | Morecambe FC | 0:1 | ||||
| 12. Jornada | 11.10.2014 | Luton Town | - | Southend United | 2:0 | |
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| 18. Jornada | 22.11.2014 | Tranmere Rovers | - | Southend United | 1:2 |
Irlanda