League Two | 24/08/13 | Chesterfield FC | - | Southend United | 2:1 | ||||
FA Cup | 07/12/13 | Chesterfield FC | - | Southend United | 1:3 | ||||
League Two | 18/01/14 | Southend United | - | Chesterfield FC | 3:0 | ||||
League One | 20/10/15 | Chesterfield FC | - | Southend United | 3:0 | ||||
League One | 05/03/16 | Southend United | - | Chesterfield FC | 0:1 |