| 1 | Sat 5 Sep 2020 | 121-3 v MillwallCrawley Town 1-3 Millwall | Carabao Cup First Round South |
| 2 | Sat 19 Sep 2020 | 121-0 v Scunthorpe UnitedCrawley Town 1-0 Scunthorpe United | Sky Bet League Two |
| 3 | Sat 26 Sep 2020 | 12 3-2 v Oldham AthleticOldham Athletic 2-3 Crawley Town | Sky Bet League Two |
| 4 | Sat 3 Oct 2020 | 121-1 v Southend UnitedCrawley Town 1-1 Southend United | Sky Bet League Two |
| 5 | Sat 10 Oct 2020 | 120-2 v Cheltenham TownCheltenham Town 2-0 Crawley Town | Sky Bet League Two |
| 6 | Sat 17 Oct 2020 | 124-0 v MorecambeCrawley Town 4-0 Morecambe | Sky Bet League Two |
| 7 | Tue 20 Oct 2020 | 121-2 v Exeter CityExeter City 2-1 Crawley Town | Sky Bet League Two |
| 8 | Tue 10 Nov 2020 | 122-0 v Ipswich TownCrawley Town 2-0 Ipswich Town | Papa John’s Trophy Group 10 |
| 9 | Sat 12 Dec 2020 | 124-2 v BarrowCrawley Town 4-2 Barrow | Sky Bet League Two |
| 10 | Tue 15 Dec 2020 | 121-1 v Bradford CityCrawley Town 1-1 Bradford City | Sky Bet League Two |
| 11 | Sat 30 Jan 2021 | 441-5 v Port ValePort Vale 5-1 Southend United | Sky Bet League Two |
| 12 | Tue 9 Feb 2021 | 441-0 v Newport CountyNewport County 0-1 Southend United | Sky Bet League Two |
| 13 | Sat 13 Feb 2021 | 440-0 v Cambridge UnitedCambridge United 0-0 Southend United | Sky Bet League Two |
| 14 | Sat 20 Feb 2021 | 44 0-1 v Bolton WanderersSouthend United 0-1 Bolton Wanderers | Sky Bet League Two |
| 15 | Wed 24 Feb 2021 | 443-1 v Forest Green RoversForest Green Rovers 1-3 Southend United | Sky Bet League Two |
| 16 | Sat 27 Feb 2021 | 440-0 v Salford CitySouthend United 0-0 Salford City | Sky Bet League Two |
| 17 | Tue 2 Mar 2021 | 440-1 v Cheltenham TownCheltenham Town 1-0 Southend United | Sky Bet League Two |
| 18 | Sat 6 Mar 2021 | 440-0 v Oldham AthleticOldham Athletic 0-0 Southend United | Sky Bet League Two |
| 19 | Tue 9 Mar 2021 | 440-2 v Tranmere RoversSouthend United 0-2 Tranmere Rovers | Sky Bet League Two |
| 20 | Sat 13 Mar 2021 | 440-0 v StevenageSouthend United 0-0 Stevenage | Sky Bet League Two |
| 21 | Sat 20 Mar 2021 | 441-1 v Scunthorpe UnitedScunthorpe United 1-1 Southend United | Sky Bet League Two |
| 22 | Tue 23 Mar 2021 | 440-0 v WalsallSouthend United 0-0 Walsall | Sky Bet League Two |
| 23 | Sat 27 Mar 2021 | 441-0 v Harrogate TownHarrogate Town 0-1 Southend United | Sky Bet League Two |
| 24 | Sat 3 Apr 2021 | 440-2 v Carlisle UnitedSouthend United 0-2 Carlisle United | Sky Bet League Two |
| 25 | Tue 6 Apr 2021 | 441-1 v MorecambeMorecambe 1-1 Southend United | Sky Bet League Two |
| 26 | Sat 10 Apr 2021 | 440-0 v Crawley TownSouthend United 0-0 Crawley Town | Sky Bet League Two |
| 27 | Sat 17 Apr 2021 | 440-0 v Exeter CityExeter City 0-0 Southend United | Sky Bet League Two |
| 28 | Tue 20 Apr 2021 | 440-2 v Colchester UnitedColchester United 2-0 Southend United | Sky Bet League Two |
| 29 | Sat 24 Apr 2021 | 442-1 v Leyton OrientSouthend United 2-1 Leyton Orient | Sky Bet League Two |
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