| 1 | Tue 20 Oct 2020 | 7 0-3 v Salford CitySalford City 3-0 Southend United | Sky Bet League Two |
| 2 | Sat 24 Oct 2020 | 70-2 v Tranmere RoversTranmere Rovers 2-0 Southend United | Sky Bet League Two |
| 3 | Tue 27 Oct 2020 | 71-2 v Oldham AthleticSouthend United 1-2 Oldham Athletic | Sky Bet League Two |
| 4 | Sat 31 Oct 2020 | 70-2 v Port ValeSouthend United 0-2 Port Vale | Sky Bet League Two |
| 5 | Tue 3 Nov 2020 | 70-3 v Bradford CityBradford City 3-0 Southend United | Sky Bet League Two |
| 6 | Sat 14 Nov 2020 | 71-0 v WalsallWalsall 0-1 Southend United | Sky Bet League Two |
| 7 | Tue 24 Nov 2020 | 70-1 v Forest Green RoversSouthend United 0-1 Forest Green Rovers | Sky Bet League Two |
| 8 | Sat 28 Nov 2020 | 70-3 v Bolton WanderersBolton Wanderers 3-0 Southend United | Sky Bet League Two |
| 9 | Sat 5 Dec 2020 | 7 0-0 v StevenageStevenage 0-0 Southend United | Sky Bet League Two |
| 10 | Sat 12 Dec 2020 | 71-0 v Scunthorpe UnitedSouthend United 1-0 Scunthorpe United | Sky Bet League Two |
| 11 | Tue 15 Dec 2020 | 73-1 v Grimsby TownSouthend United 3-1 Grimsby Town | Sky Bet League Two |
| 12 | Sat 19 Dec 2020 | 71-1 v Mansfield TownMansfield Town 1-1 Southend United | Sky Bet League Two |
| 13 | Tue 29 Dec 2020 | 70-2 v Leyton OrientLeyton Orient 2-0 Southend United | Sky Bet League Two |
| 14 | Sat 9 Jan 2021 | 71-0 v BarrowSouthend United 1-0 Barrow | Sky Bet League Two |
| 15 | Sat 16 Jan 2021 | 70-0 v Grimsby TownGrimsby Town 0-0 Southend United | Sky Bet League Two |
| 16 | Tue 23 Mar 2021 | 70-0 v WalsallSouthend United 0-0 Walsall | Sky Bet League Two |
| 17 | Sat 27 Mar 2021 | 71-0 v Harrogate TownHarrogate Town 0-1 Southend United | Sky Bet League Two |
| 18 | Sat 10 Apr 2021 | 70-0 v Crawley TownSouthend United 0-0 Crawley Town | Sky Bet League Two |
| 19 | Sat 17 Apr 2021 | 70-0 v Exeter CityExeter City 0-0 Southend United | Sky Bet League Two |
| 20 | Sat 8 May 2021 | 71-1 v Newport CountySouthend United 1-1 Newport County | Sky Bet League Two |