| League One | 17/12/16 | Oldham Athletic | - | Southend United | 0:2 | ||||
| League One | 30/04/17 | Southend United | - | Bury FC | 1:0 |  |
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| League One | 23/12/17 | Scunthorpe United | - | Southend United | 3:1 | ||||
| League One | 27/01/18 | Southend United | - | Scunthorpe United | 3:2 |  |
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| League One | 27/11/18 | Southend United | - | Scunthorpe United | 2:0 | ||||
| League One | 12/03/19 | Scunthorpe United | - | Southend United | 4:1 |
Scotland