| Playoffs | 09/05/08 | Southend United | - | Doncaster Rovers | 0:0 | ||||
| Playoffs | 16/05/08 | Doncaster Rovers | - | Southend United | 5:1 | ||||
| League Two | 21/12/12 | Southend United | - | Chesterfield FC | 3:0 | ||||
| League Two | 26/01/13 | Chesterfield FC | - | Southend United | 0:1 | ||||
| League Two | 24/08/13 | Chesterfield FC | - | Southend United | 2:1 | ||||
| FA Cup | 07/12/13 | Chesterfield FC | - | Southend United | 1:3 | ||||
| League One | 05/03/16 | Southend United | - | Chesterfield FC | 0:1 | ||||
| League One | 15/10/16 | Southend United | - | Chesterfield FC | 1:0 | ||||
| League One | 14/04/17 | Chesterfield FC | - | Southend United | 0:4 | ||||
| League Two | 09/01/21 | Southend United | - | Barrow AFC | 1:0 |  |
England