| 1 | Sat 26 Sep 2020 | 281-2 v MorecambeSouthend United 1-2 Morecambe | Sky Bet League Two |
| 2 | Sat 3 Oct 2020 | 281-1 v Crawley TownCrawley Town 1-1 Southend United | Sky Bet League Two |
| 3 | Sat 10 Oct 2020 | 282-2 v Exeter CitySouthend United 2-2 Exeter City | Sky Bet League Two |
| 4 | Sat 17 Oct 2020 | 280-2 v Cheltenham TownSouthend United 0-2 Cheltenham Town | Sky Bet League Two |
| 5 | Tue 20 Oct 2020 | 280-3 v Salford CitySalford City 3-0 Southend United | Sky Bet League Two |
| 6 | Sat 24 Oct 2020 | 280-2 v Tranmere RoversTranmere Rovers 2-0 Southend United | Sky Bet League Two |
| 7 | Tue 27 Oct 2020 | 281-2 v Oldham AthleticSouthend United 1-2 Oldham Athletic | Sky Bet League Two |
| 8 | Sat 31 Oct 2020 | 280-2 v Port ValeSouthend United 0-2 Port Vale | Sky Bet League Two |
| 9 | Sat 12 Dec 2020 | 281-0 v Scunthorpe UnitedSouthend United 1-0 Scunthorpe United | Sky Bet League Two |
| 10 | Tue 15 Dec 2020 | 283-1 v Grimsby TownSouthend United 3-1 Grimsby Town | Sky Bet League Two |
| 11 | Sat 19 Dec 2020 | 281-1 v Mansfield TownMansfield Town 1-1 Southend United | Sky Bet League Two |
| 12 | Sat 26 Dec 2020 | 282-0 v Colchester UnitedSouthend United 2-0 Colchester United | Sky Bet League Two |
| 13 | Tue 19 Jan 2021 | 281-2 v Cambridge UnitedSouthend United 1-2 Cambridge United | Sky Bet League Two |
| 14 | Sat 23 Jan 2021 | 280-1 v Mansfield TownSouthend United 0-1 Mansfield Town | Sky Bet League Two |
| 15 | Tue 26 Jan 2021 | 281-3 v Bradford CitySouthend United 1-3 Bradford City | Sky Bet League Two |
| 16 | Sat 30 Jan 2021 | 281-5 v Port ValePort Vale 5-1 Southend United | Sky Bet League Two |
| 17 | Sat 13 Feb 2021 | 280-0 v Cambridge UnitedCambridge United 0-0 Southend United | Sky Bet League Two |
| 18 | Sat 20 Feb 2021 | 280-1 v Bolton WanderersSouthend United 0-1 Bolton Wanderers | Sky Bet League Two |
| 19 | Wed 24 Feb 2021 | 283-1 v Forest Green RoversForest Green Rovers 1-3 Southend United | Sky Bet League Two |
| 20 | Sat 27 Feb 2021 | 280-0 v Salford CitySouthend United 0-0 Salford City | Sky Bet League Two |
| 21 | Tue 2 Mar 2021 | 280-1 v Cheltenham TownCheltenham Town 1-0 Southend United | Sky Bet League Two |
| 22 | Sat 6 Mar 2021 | 280-0 v Oldham AthleticOldham Athletic 0-0 Southend United | Sky Bet League Two |
| 23 | Tue 9 Mar 2021 | 280-2 v Tranmere RoversSouthend United 0-2 Tranmere Rovers | Sky Bet League Two |
| 24 | Sat 27 Mar 2021 | 281-0 v Harrogate TownHarrogate Town 0-1 Southend United | Sky Bet League Two |
| 25 | Sat 3 Apr 2021 | 28 0-2 v Carlisle UnitedSouthend United 0-2 Carlisle United | Sky Bet League Two |
| 26 | Tue 6 Apr 2021 | 281-1 v MorecambeMorecambe 1-1 Southend United | Sky Bet League Two |
| 27 | Tue 20 Apr 2021 | 280-2 v Colchester UnitedColchester United 2-0 Southend United | Sky Bet League Two |
| 28 | Sat 24 Apr 2021 | 282-1 v Leyton OrientSouthend United 2-1 Leyton Orient | Sky Bet League Two |
| 29 | Sat 1 May 2021 | 282-1 v BarrowBarrow 1-2 Southend United | Sky Bet League Two |
| 30 | Sat 8 May 2021 | 281-1 v Newport CountySouthend United 1-1 Newport County | Sky Bet League Two |
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