| 1 | Sat 19 Dec 2020 | 231-1 v Mansfield TownMansfield Town 1-1 Southend United | Sky Bet League Two |
| 2 | Sat 26 Dec 2020 | 232-0 v Colchester UnitedSouthend United 2-0 Colchester United | Sky Bet League Two |
| 3 | Tue 29 Dec 2020 | 230-2 v Leyton OrientLeyton Orient 2-0 Southend United | Sky Bet League Two |
| 4 | Sat 9 Jan 2021 | 23 1-0 v BarrowSouthend United 1-0 Barrow | Sky Bet League Two |
| 5 | Tue 19 Jan 2021 | 231-2 v Cambridge UnitedSouthend United 1-2 Cambridge United | Sky Bet League Two |
| 6 | Sat 23 Jan 2021 | 230-1 v Mansfield TownSouthend United 0-1 Mansfield Town | Sky Bet League Two |
| 7 | Tue 9 Feb 2021 | 231-0 v Newport CountyNewport County 0-1 Southend United | Sky Bet League Two |
| 8 | Tue 2 Mar 2021 | 230-1 v Cheltenham TownCheltenham Town 1-0 Southend United | Sky Bet League Two |
| 9 | Sat 6 Mar 2021 | 230-0 v Oldham AthleticOldham Athletic 0-0 Southend United | Sky Bet League Two |
| 10 | Tue 6 Apr 2021 | 231-1 v MorecambeMorecambe 1-1 Southend United | Sky Bet League Two |
| 11 | Sat 10 Apr 2021 | 23 0-0 v Crawley TownSouthend United 0-0 Crawley Town | Sky Bet League Two |
| 12 | Tue 20 Apr 2021 | 23 0-2 v Colchester UnitedColchester United 2-0 Southend United | Sky Bet League Two |
| 13 | Sat 24 Apr 2021 | 232-1 v Leyton OrientSouthend United 2-1 Leyton Orient | Sky Bet League Two |
| 14 | Sat 1 May 2021 | 232-1 v BarrowBarrow 1-2 Southend United | Sky Bet League Two |
| 15 | Sat 8 May 2021 | 23 1-1 v Newport CountySouthend United 1-1 Newport County | Sky Bet League Two |
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