Blues drawn away to Billericay Town in BBC Essex Senior Cup27 September 2019
The Third Round draw for the Essex competition took place on Wednesday 25th September and was covered live by BBC Essex.
Waltham Abbey 2-5 Southend United U23s29 November 2018
Isaac Hutchinson netted four second-half goals and Amadou Ba also got on the scoresheet as Southend United U23s defeated Waltham Abbey 5-2 to reach the Quarter-Finals of the BBC Essex Senior Cup.
Harlow Town 2-5 Southend United U23s7 November 2018
Southend United won their first BBC Essex Senior Cup fixture for almost six years as they ran in five unanswered goals in the second half against Harlow Town having trailed 2-0 at the interval.