| FA Cup | 07/12/13 | Chesterfield FC | - | Southend United | 1:3 | ||||
| League Two | 18/01/14 | Southend United | - | Chesterfield FC | 3:0 | ||||
| League Two | 29/11/14 | Southend United | - | Northampton Town | 2:0 |  |
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| League One | 05/03/16 | Southend United | - | Chesterfield FC | 0:1 | |
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| League One | 17/12/16 | Oldham Athletic | - | Southend United | 0:2 | ||||
| League One | 01/04/17 | Southend United | - | Oldham Athletic | 3:0 | |
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| League Two | 24/10/20 | Tranmere Rovers | - | Southend United | 2:0 | ||||
| League Two | 01/05/21 | Barrow AFC | - | Southend United | 1:2 | ||||
| Nat. League | 13/09/22 | Chesterfield FC | - | Southend United | 3:2 |  |
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| Nat. League | 07/03/23 | Southend United | - | Chesterfield FC | 1:2 | ||||
| Nat. League | 18/11/23 | Southend United | - | Chesterfield FC | 2:1 | ||||
| Nat. League | 27/01/24 | Chesterfield FC | - | Southend United | 3:0 |
England