| Playoffs | 10/05/15 | Stevenage FC | - | Southend United | 1:1 | ||||
| League Two | 31/10/20 | Southend United | - | Port Vale FC | 0:2 | ||||
| League Two | 30/01/21 | Port Vale FC | - | Southend United | 5:1 | ||||
| Nat. League | 02/03/24 | Oldham Athletic | - | Southend United | 1:1 | ||||
| Nat. League | 07/09/24 | Oldham Athletic | - | Southend United | 1:1 | ||||
| Nat. League | 29/03/25 | Southend United | - | Oldham Athletic | 1:0 | ||||
| Playoffs | 01/06/25 | Oldham Athletic | - | Southend United | 3:2 aet |
England