2020–21 Southend United F.C. season

The 2020–21 Southend United F.C. season is the club's 115th season in their history and the first season in EFL League Two following their relegation. Along with League Two, the club will also participate in the FA Cup, EFL Cup and EFL Trophy.

The season covers the period from 1 July 2020 to 30 June 2021.

Matches
The 2020/21 season fixtures were released on 21 August.

FA Cup
The draw for the first round was made on Monday 26, October.

EFL Cup
The first round draw was made on 18 August, live on Sky Sports, by Paul Merson.

EFL Trophy
The regional group stage draw was confirmed on 18 August.