| League One | 12/11/16 | Bury FC | - | Southend United | 1:4 |  |
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| League One | 30/04/17 | Southend United | - | Bury FC | 1:0 | ||||
| League One | 10/02/18 | Southend United | - | Wigan Athletic | 3:1 | |
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| League One | 16/02/19 | Southend United | - | Portsmouth FC | 3:3 | |
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| League Two | 24/10/20 | Tranmere Rovers | - | Southend United | 2:0 | |
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England