| 1 | Sat 24 Aug 2013 | 81-2 v ChesterfieldChesterfield 2-1 Southend United | Sky Bet League Two |
| 2 | Sat 7 Sep 2013 | 81-3 v MorecambeSouthend United 1-3 Morecambe | Sky Bet League Two |
| 3 | Fri 13 Sep 2013 | 80-1 v Scunthorpe UnitedSouthend United 0-1 Scunthorpe United | Sky Bet League Two |
| 4 | Sat 21 Sep 2013 | 81-1 v BuryBury 1-1 Southend United | Sky Bet League Two |
| 5 | Tue 8 Oct 2013 | 82-5 v Dagenham & RedbridgeSouthend United 2-5 Dagenham & Redbridge | Johnstone's Paint Trophy Southern Area Second Round |
| 6 | Sat 26 Oct 2013 | 81-3 v Newport CountyNewport County 3-1 Southend United | Sky Bet League Two |
| 7 | Fri 1 Nov 2013 | 83-0 v Mansfield TownSouthend United 3-0 Mansfield Town | Sky Bet League Two |
| 8 | Sat 9 Nov 2013 | 83-0 v MorecambeMorecambe 0-3 Southend United | FA Cup with Budweiser First Round |
| 9 | Sat 16 Nov 2013 | 82-0 v Exeter CityExeter City 0-2 Southend United | Sky Bet League Two |
| 10 | Sat 23 Nov 2013 | 82-1 v York CitySouthend United 2-1 York City | Sky Bet League Two |
| 11 | Tue 26 Nov 2013 | 82-1 v PortsmouthPortsmouth 1-2 Southend United | Sky Bet League Two |
| 12 | Sat 30 Nov 2013 | 81-1 v Cheltenham TownSouthend United 1-1 Cheltenham Town | Sky Bet League Two |
| 13 | Sat 7 Dec 2013 | 83-1 v ChesterfieldChesterfield 1-3 Southend United | FA Cup with Budweiser Second Round |
| 14 | Sat 14 Dec 2013 | 80-1 v Torquay UnitedTorquay United 1-0 Southend United | Sky Bet League Two |
| 15 | Fri 20 Dec 2013 | 81-1 v RochdaleSouthend United 1-1 Rochdale | Sky Bet League Two |
| 16 | Thu 26 Dec 2013 | 81-0 v AFC WimbledonAFC Wimbledon 0-1 Southend United | Sky Bet League Two |
| 17 | Sun 29 Dec 2013 | 81-1 v Accrington StanleyAccrington Stanley 1-1 Southend United | Sky Bet League Two |
| 18 | Wed 1 Jan 2014 | 82-1 v PortsmouthSouthend United 2-1 Portsmouth | Sky Bet League Two |
| 19 | Sat 4 Jan 2014 | 84-1 v MillwallSouthend United 4-1 Millwall | FA Cup with Budweiser Third Round |
| 20 | Sat 11 Jan 2014 | 81-1 v Plymouth ArgylePlymouth Argyle 1-1 Southend United | Sky Bet League Two |
| 21 | Sat 18 Jan 2014 | 83-0 v ChesterfieldSouthend United 3-0 Chesterfield | Sky Bet League Two |
| 22 | Sat 25 Jan 2014 | 80-2 v Hull CitySouthend United 0-2 Hull City | FA Cup with Budweiser Fourth Round |
| 23 | Tue 28 Jan 2014 | 81-1 v Dagenham & RedbridgeDagenham & Redbridge 1-1 Southend United | Sky Bet League Two |
| 24 | Fri 31 Jan 2014 | 80-0 v Newport CountySouthend United 0-0 Newport County | Sky Bet League Two |
| 25 | Sat 8 Feb 2014 | 81-2 v Mansfield TownMansfield Town 2-1 Southend United | Sky Bet League Two |
| 26 | Sat 15 Feb 2014 | 82-3 v Exeter CitySouthend United 2-3 Exeter City | Sky Bet League Two |
| 27 | Tue 18 Feb 2014 | 81-1 v Hartlepool UnitedSouthend United 1-1 Hartlepool United | Sky Bet League Two |
| 28 | Sat 22 Feb 2014 | 80-0 v York CityYork City 0-0 Southend United | Sky Bet League Two |
| 29 | Tue 25 Feb 2014 | 81-2 v Northampton TownNorthampton Town 2-1 Southend United | Sky Bet League Two |
| 30 | Sat 1 Mar 2014 | 81-1 v Wycombe WanderersSouthend United 1-1 Wycombe Wanderers | Sky Bet League Two |
| 31 | Sat 8 Mar 2014 | 81-2 v MorecambeMorecambe 2-1 Southend United | Sky Bet League Two |
| 32 | Tue 11 Mar 2014 | 82-2 v Scunthorpe UnitedScunthorpe United 2-2 Southend United | Sky Bet League Two |
| 33 | Fri 21 Mar 2014 | 80-0 v Bristol RoversBristol Rovers 0-0 Southend United | Sky Bet League Two |
| 34 | Mon 24 Mar 2014 | 83-0 v Oxford UnitedSouthend United 3-0 Oxford United | Sky Bet League Two |
| 35 | Sat 29 Mar 2014 | 81-0 v Torquay UnitedSouthend United 1-0 Torquay United | Sky Bet League Two |
| 36 | Sat 5 Apr 2014 | 82-1 v Cheltenham TownCheltenham Town 1-2 Southend United | Sky Bet League Two |
| 37 | Sat 12 Apr 2014 | 80-1 v AFC WimbledonSouthend United 0-1 AFC Wimbledon | Sky Bet League Two |
| 38 | Fri 18 Apr 2014 | 83-0 v RochdaleRochdale 0-3 Southend United | Sky Bet League Two |
| 39 | Mon 21 Apr 2014 | 81-0 v Accrington StanleySouthend United 1-0 Accrington Stanley | Sky Bet League Two |
| 40 | Sat 26 Apr 2014 | 81-1 v Fleetwood TownFleetwood Town 1-1 Southend United | Sky Bet League Two |
| 41 | Sat 3 May 2014 | 81-0 v Burton AlbionSouthend United 1-0 Burton Albion | Sky Bet League Two |
| 42 | Sun 11 May 2014 | 80-1 v Burton AlbionBurton Albion 1-0 Southend United | Sky Bet League Two Play-off Semi Final |
| 43 | Sat 17 May 2014 | 82-2 v Burton AlbionSouthend United 2-2 Burton Albion | Sky Bet League Two Play-off Semi Final |
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