| League Two | 10/08/13 | Hartlepool United | - | Southend United | 0:1 | ||||
| League Two | 18/02/14 | Southend United | - | Hartlepool United | 1:1 | ||||
| League One | 18/11/17 | Portsmouth FC | - | Southend United | 1:0 | ||||
| League One | 17/02/18 | Southend United | - | Portsmouth FC | 3:1 | ||||
| League One | 16/02/19 | Southend United | - | Portsmouth FC | 3:3 | ||||
| League One | 05/11/19 | Portsmouth FC | - | Southend United | 4:1 |
England