| League One | 25/11/08 | Cheltenham Town | - | Southend United | 0:0 | ||||
| League Cup | 11/08/09 | Cheltenham Town | - | Southend United | 1:2 | ||||
| League Two | 14/12/10 | Cheltenham Town | - | Southend United | 0:2 | ||||
| League Two | 03/01/11 | Southend United | - | Cheltenham Town | 1:2 | ||||
| League Two | 15/09/12 | Cheltenham Town | - | Southend United | 1:3 | ||||
| League Two | 12/02/13 | Southend United | - | Cheltenham Town | 1:2 |  |
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| League Two | 30/11/13 | Southend United | - | Cheltenham Town | 1:1 | ||||
| League Two | 05/04/14 | Cheltenham Town | - | Southend United | 1:2 | ||||
| League Two | 31/10/20 | Southend United | - | Port Vale FC | 0:2 | ||||
| League Two | 30/01/21 | Port Vale FC | - | Southend United | 5:1 |
England