1 | Sat 5 Sep 2020 | 20-1 v GillinghamGillingham 1-0 Southend United | Carabao Cup First Round South |
2 | Sat 19 Sep 2020 | 20-2 v Carlisle UnitedCarlisle United 2-0 Southend United | Sky Bet League Two |
3 | Sat 26 Sep 2020 | 21-2 v MorecambeSouthend United 1-2 Morecambe | Sky Bet League Two |
4 | Sat 3 Oct 2020 | 21-1 v Crawley TownCrawley Town 1-1 Southend United | Sky Bet League Two |
5 | Sat 17 Oct 2020 | 20-2 v Cheltenham TownSouthend United 0-2 Cheltenham Town | Sky Bet League Two |
6 | Tue 20 Oct 2020 | 20-3 v Salford CitySalford City 3-0 Southend United | Sky Bet League Two |
7 | Sat 24 Oct 2020 | 20-2 v Tranmere RoversTranmere Rovers 2-0 Southend United | Sky Bet League Two |
8 | Tue 27 Oct 2020 | 21-2 v Oldham AthleticSouthend United 1-2 Oldham Athletic | Sky Bet League Two |
9 | Sat 31 Oct 2020 | 20-2 v Port ValeSouthend United 0-2 Port Vale | Sky Bet League Two |
10 | Tue 3 Nov 2020 | 20-3 v Bradford CityBradford City 3-0 Southend United | Sky Bet League Two |
11 | Tue 24 Nov 2020 | 20-1 v Forest Green RoversSouthend United 0-1 Forest Green Rovers | Sky Bet League Two |
12 | Sat 28 Nov 2020 | 20-3 v Bolton WanderersBolton Wanderers 3-0 Southend United | Sky Bet League Two |
13 | Sat 5 Dec 2020 | 20-0 v StevenageStevenage 0-0 Southend United | Sky Bet League Two |
14 | Sat 12 Dec 2020 | 21-0 v Scunthorpe UnitedSouthend United 1-0 Scunthorpe United | Sky Bet League Two |
15 | Tue 15 Dec 2020 | 23-1 v Grimsby TownSouthend United 3-1 Grimsby Town | Sky Bet League Two |
16 | Sat 19 Dec 2020 | 21-1 v Mansfield TownMansfield Town 1-1 Southend United | Sky Bet League Two |
17 | Sat 26 Dec 2020 | 22-0 v Colchester UnitedSouthend United 2-0 Colchester United | Sky Bet League Two |
18 | Tue 29 Dec 2020 | 2 0-2 v Leyton OrientLeyton Orient 2-0 Southend United | Sky Bet League Two |
19 | Sat 9 Jan 2021 | 21-0 v BarrowSouthend United 1-0 Barrow | Sky Bet League Two |
20 | Sat 16 Jan 2021 | 20-0 v Grimsby TownGrimsby Town 0-0 Southend United | Sky Bet League Two |
21 | Tue 19 Jan 2021 | 21-2 v Cambridge UnitedSouthend United 1-2 Cambridge United | Sky Bet League Two |
22 | Sat 23 Jan 2021 | 20-1 v Mansfield TownSouthend United 0-1 Mansfield Town | Sky Bet League Two |
23 | Tue 26 Jan 2021 | 21-3 v Bradford CitySouthend United 1-3 Bradford City | Sky Bet League Two |
24 | Sat 30 Jan 2021 | 21-5 v Port ValePort Vale 5-1 Southend United | Sky Bet League Two |
25 | Tue 9 Feb 2021 | 21-0 v Newport CountyNewport County 0-1 Southend United | Sky Bet League Two |
26 | Sat 13 Feb 2021 | 20-0 v Cambridge UnitedCambridge United 0-0 Southend United | Sky Bet League Two |
27 | Sat 20 Feb 2021 | 2 0-1 v Bolton WanderersSouthend United 0-1 Bolton Wanderers | Sky Bet League Two |
28 | Wed 24 Feb 2021 | 2 3-1 v Forest Green RoversForest Green Rovers 1-3 Southend United | Sky Bet League Two |
29 | Sat 27 Feb 2021 | 20-0 v Salford CitySouthend United 0-0 Salford City | Sky Bet League Two |
30 | Sat 6 Mar 2021 | 20-0 v Oldham AthleticOldham Athletic 0-0 Southend United | Sky Bet League Two |
31 | Tue 9 Mar 2021 | 20-2 v Tranmere RoversSouthend United 0-2 Tranmere Rovers | Sky Bet League Two |
32 | Sat 13 Mar 2021 | 20-0 v StevenageSouthend United 0-0 Stevenage | Sky Bet League Two |
33 | Sat 20 Mar 2021 | 21-1 v Scunthorpe UnitedScunthorpe United 1-1 Southend United | Sky Bet League Two |
34 | Sat 27 Mar 2021 | 21-0 v Harrogate TownHarrogate Town 0-1 Southend United | Sky Bet League Two |
35 | Sat 3 Apr 2021 | 20-2 v Carlisle UnitedSouthend United 0-2 Carlisle United | Sky Bet League Two |
36 | Tue 6 Apr 2021 | 21-1 v MorecambeMorecambe 1-1 Southend United | Sky Bet League Two |
37 | Sat 10 Apr 2021 | 20-0 v Crawley TownSouthend United 0-0 Crawley Town | Sky Bet League Two |
38 | Sat 17 Apr 2021 | 20-0 v Exeter CityExeter City 0-0 Southend United | Sky Bet League Two |
39 | Tue 20 Apr 2021 | 20-2 v Colchester UnitedColchester United 2-0 Southend United | Sky Bet League Two |
40 | Sat 24 Apr 2021 | 22-1 v Leyton OrientSouthend United 2-1 Leyton Orient | Sky Bet League Two |
41 | Sat 1 May 2021 | 22-1 v BarrowBarrow 1-2 Southend United | Sky Bet League Two |
42 | Sat 8 May 2021 | 21-1 v Newport CountySouthend United 1-1 Newport County | Sky Bet League Two |