| League One | 03/08/19 | Coventry City | - | Southend United | 1:0 | ||||
| League One | 01/01/20 | AFC Wimbledon | - | Southend United | 1:1 |  |
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| League One | 22/02/20 | Southend United | - | Burton Albion | 2:3 | ||||
| League Cup | 11/08/21 | Leyton Orient | - | Queens Park Rangers | 3:5 pso | ||||
| EFL Trophy | 26/10/21 | Gillingham FC | - | West Ham United U23 | 0:2 | ||||
| League One | 05/03/22 | Gillingham FC | - | Bolton Wanderers | 0:3 | ||||
| League Cup | 13/08/24 | Leyton Orient | - | Newport County | 4:1 | |
England