| 1 | Sat 12 Dec 2020 | 421-0 v Scunthorpe UnitedSouthend United 1-0 Scunthorpe United | Sky Bet League Two |
| 2 | Tue 15 Dec 2020 | 423-1 v Grimsby TownSouthend United 3-1 Grimsby Town | Sky Bet League Two |
| 3 | Sat 19 Dec 2020 | 421-1 v Mansfield TownMansfield Town 1-1 Southend United | Sky Bet League Two |
| 4 | Sat 26 Dec 2020 | 42 2-0 v Colchester UnitedSouthend United 2-0 Colchester United | Sky Bet League Two |
| 5 | Tue 29 Dec 2020 | 420-2 v Leyton OrientLeyton Orient 2-0 Southend United | Sky Bet League Two |
| 6 | Sat 9 Jan 2021 | 421-0 v BarrowSouthend United 1-0 Barrow | Sky Bet League Two |
| 7 | Sat 16 Jan 2021 | 420-0 v Grimsby TownGrimsby Town 0-0 Southend United | Sky Bet League Two |
| 8 | Tue 19 Jan 2021 | 42 1-2 v Cambridge UnitedSouthend United 1-2 Cambridge United | Sky Bet League Two |
| 9 | Sat 23 Jan 2021 | 42 0-1 v Mansfield TownSouthend United 0-1 Mansfield Town | Sky Bet League Two |
| 10 | Tue 26 Jan 2021 | 421-3 v Bradford CitySouthend United 1-3 Bradford City | Sky Bet League Two |
| 11 | Sat 30 Jan 2021 | 421-5 v Port ValePort Vale 5-1 Southend United | Sky Bet League Two |
| 12 | Sat 20 Feb 2021 | 420-1 v Bolton WanderersSouthend United 0-1 Bolton Wanderers | Sky Bet League Two |
| 13 | Tue 9 Mar 2021 | 420-2 v Tranmere RoversSouthend United 0-2 Tranmere Rovers | Sky Bet League Two |
| 14 | Sat 13 Mar 2021 | 420-0 v StevenageSouthend United 0-0 Stevenage | Sky Bet League Two |
| 15 | Sat 20 Mar 2021 | 42 1-1 v Scunthorpe UnitedScunthorpe United 1-1 Southend United | Sky Bet League Two |
| 16 | Tue 23 Mar 2021 | 42 0-0 v WalsallSouthend United 0-0 Walsall | Sky Bet League Two |
| 17 | Tue 20 Apr 2021 | 420-2 v Colchester UnitedColchester United 2-0 Southend United | Sky Bet League Two |
| 18 | Sat 24 Apr 2021 | 42 2-1 v Leyton OrientSouthend United 2-1 Leyton Orient | Sky Bet League Two |
| 19 | Sat 1 May 2021 | 42 2-1 v BarrowBarrow 1-2 Southend United | Sky Bet League Two |
| 20 | Sat 8 May 2021 | 421-1 v Newport CountySouthend United 1-1 Newport County | Sky Bet League Two |
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