| League Two | 21/10/14 | Newport County | - | Southend United | 1:0 | ||||
| League One | 24/11/18 | AFC Wimbledon | - | Southend United | 2:1 | ||||
| League One | 16/03/19 | Southend United | - | AFC Wimbledon | 0:1 |  |
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| League One | 12/10/19 | Southend United | - | AFC Wimbledon | 1:4 | ||||
| League One | 01/01/20 | AFC Wimbledon | - | Southend United | 1:1 |
England