| 1 | Sat 3 Aug 2013 | 61-0 v Plymouth ArgyleSouthend United 1-0 Plymouth Argyle | Sky Bet League Two |
| 2 | Tue 6 Aug 2013 | 60-1 v Yeovil TownSouthend United 0-1 Yeovil Town | Capital One Cup First Round |
| 3 | Sat 10 Aug 2013 | 61-0 v Hartlepool UnitedHartlepool United 0-1 Southend United | Sky Bet League Two |
| 4 | Sat 17 Aug 2013 | 62-0 v Northampton TownSouthend United 2-0 Northampton Town | Sky Bet League Two |
| 5 | Sat 24 Aug 2013 | 61-2 v ChesterfieldChesterfield 2-1 Southend United | Sky Bet League Two |
| 6 | Sat 31 Aug 2013 | 61-2 v Wycombe WanderersWycombe Wanderers 2-1 Southend United | Sky Bet League Two |
| 7 | Sat 7 Sep 2013 | 61-3 v MorecambeSouthend United 1-3 Morecambe | Sky Bet League Two |
| 8 | Fri 13 Sep 2013 | 60-1 v Scunthorpe UnitedSouthend United 0-1 Scunthorpe United | Sky Bet League Two |
| 9 | Sat 21 Sep 2013 | 61-1 v BuryBury 1-1 Southend United | Sky Bet League Two |
| 10 | Fri 27 Sep 2013 | 61-1 v Bristol RoversSouthend United 1-1 Bristol Rovers | Sky Bet League Two |
| 11 | Sat 5 Oct 2013 | 62-0 v Oxford UnitedOxford United 0-2 Southend United | Sky Bet League Two |
| 12 | Tue 8 Oct 2013 | 62-5 v Dagenham & RedbridgeSouthend United 2-5 Dagenham & Redbridge | Johnstone's Paint Trophy Southern Area Second Round |
| 13 | Sat 26 Oct 2013 | 61-3 v Newport CountyNewport County 3-1 Southend United | Sky Bet League Two |
| 14 | Fri 1 Nov 2013 | 63-0 v Mansfield TownSouthend United 3-0 Mansfield Town | Sky Bet League Two |
| 15 | Sat 9 Nov 2013 | 63-0 v MorecambeMorecambe 0-3 Southend United | FA Cup with Budweiser First Round |
| 16 | Sat 16 Nov 2013 | 62-0 v Exeter CityExeter City 0-2 Southend United | Sky Bet League Two |
| 17 | Sat 23 Nov 2013 | 62-1 v York CitySouthend United 2-1 York City | Sky Bet League Two |
| 18 | Tue 26 Nov 2013 | 62-1 v PortsmouthPortsmouth 1-2 Southend United | Sky Bet League Two |
| 19 | Sat 30 Nov 2013 | 61-1 v Cheltenham TownSouthend United 1-1 Cheltenham Town | Sky Bet League Two |
| 20 | Sat 7 Dec 2013 | 63-1 v ChesterfieldChesterfield 1-3 Southend United | FA Cup with Budweiser Second Round |
| 21 | Sat 14 Dec 2013 | 60-1 v Torquay UnitedTorquay United 1-0 Southend United | Sky Bet League Two |
| 22 | Fri 20 Dec 2013 | 61-1 v RochdaleSouthend United 1-1 Rochdale | Sky Bet League Two |
| 23 | Sun 29 Dec 2013 | 61-1 v Accrington StanleyAccrington Stanley 1-1 Southend United | Sky Bet League Two |
| 24 | Wed 1 Jan 2014 | 62-1 v PortsmouthSouthend United 2-1 Portsmouth | Sky Bet League Two |
| 25 | Sat 4 Jan 2014 | 64-1 v MillwallSouthend United 4-1 Millwall | FA Cup with Budweiser Third Round |
| 26 | Sat 11 Jan 2014 | 61-1 v Plymouth ArgylePlymouth Argyle 1-1 Southend United | Sky Bet League Two |
| 27 | Sat 18 Jan 2014 | 63-0 v ChesterfieldSouthend United 3-0 Chesterfield | Sky Bet League Two |
| 28 | Sat 25 Jan 2014 | 60-2 v Hull CitySouthend United 0-2 Hull City | FA Cup with Budweiser Fourth Round |
| 29 | Tue 28 Jan 2014 | 61-1 v Dagenham & RedbridgeDagenham & Redbridge 1-1 Southend United | Sky Bet League Two |
| 30 | Sat 12 Apr 2014 | 70-1 v AFC WimbledonSouthend United 0-1 AFC Wimbledon | Sky Bet League Two |
| 31 | Fri 18 Apr 2014 | 63-0 v RochdaleRochdale 0-3 Southend United | Sky Bet League Two |
| 32 | Mon 21 Apr 2014 | 61-0 v Accrington StanleySouthend United 1-0 Accrington Stanley | Sky Bet League Two |
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