| 1. Round | 09/11/2013 | Morecambe FC | - | Southend United | 0:3 |  |
 |
||
| 3. Round | 04/01/2014 | Southend United | - | Millwall FC | 4:1 | |
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| 4. Round | 25/01/2014 | Southend United | - | Hull City | 0:2 |
| 1. Round | 09/11/2013 | Morecambe FC | - | Southend United | 0:3 | |
|
||
| 3. Round | 04/01/2014 | Southend United | - | Millwall FC | 4:1 | |
|
||
| 4. Round | 25/01/2014 | Southend United | - | Hull City | 0:2 |
| Ryan Ian Leonard | |
| Born: | 24.05.1992 |
| Place of birth: |
Plympton, 
England |
| Nationality: |
England
|
| Height: | 185 cm |
| Weight: | 84 kg |
| Position(s): | Central Midfielder Right Midfielder |
| Foot: | right |
