| 3. Round | 19/08/2015 | Doncaster Rovers | - | Southend United | 0:0 | ||||
| 4. Round | 22/08/2015 | Southend United | - | Swindon Town | 0:1 | ||||
| 8. Round | 19/09/2015 | Millwall FC | - | Southend United | 0:2 | ||||
| 9. Round | 26/09/2015 | Southend United | - | Scunthorpe United | 2:1 | ||||
| 10. Round | 29/09/2015 | Crewe Alexandra | - | Southend United | 1:2 |  |
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| 11. Round | 03/10/2015 | Burton Albion | - | Southend United | 1:0 | ||||
| 12. Round | 10/10/2015 | Southend United | - | Port Vale FC | 1:0 | ||||
| 13. Round | 17/10/2015 | Southend United | - | Barnsley FC | 2:1 |  |
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| 14. Round | 20/10/2015 | Chesterfield FC | - | Southend United | 3:0 | ||||
| 15. Round | 24/10/2015 | Gillingham FC | - | Southend United | 1:1 | ||||
| 16. Round | 31/10/2015 | Southend United | - | Rochdale AFC | 2:2 | ||||
| 19. Round | 24/11/2015 | Oldham Athletic | - | Southend United | 2:5 | |
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| 26. Round | 09/01/2016 | Swindon Town | - | Southend United | 4:2 | |
England