| 1 | Sat 3 Aug 2013 | 51-0 v Plymouth ArgyleSouthend United 1-0 Plymouth Argyle | Sky Bet League Two |
| 2 | Tue 6 Aug 2013 | 50-1 v Yeovil TownSouthend United 0-1 Yeovil Town | Capital One Cup First Round |
| 3 | Sat 10 Aug 2013 | 51-0 v Hartlepool UnitedHartlepool United 0-1 Southend United | Sky Bet League Two |
| 4 | Sat 7 Sep 2013 | 51-3 v MorecambeSouthend United 1-3 Morecambe | Sky Bet League Two |
| 5 | Fri 13 Sep 2013 | 50-1 v Scunthorpe UnitedSouthend United 0-1 Scunthorpe United | Sky Bet League Two |
| 6 | Sat 21 Sep 2013 | 51-1 v BuryBury 1-1 Southend United | Sky Bet League Two |
| 7 | Fri 27 Sep 2013 | 51-1 v Bristol RoversSouthend United 1-1 Bristol Rovers | Sky Bet League Two |
| 8 | Tue 8 Oct 2013 | 52-5 v Dagenham & RedbridgeSouthend United 2-5 Dagenham & Redbridge | Johnstone's Paint Trophy Southern Area Second Round |
| 9 | Sat 12 Oct 2013 | 51-0 v Burton AlbionBurton Albion 0-1 Southend United | Sky Bet League Two |
| 10 | Fri 18 Oct 2013 | 52-0 v Fleetwood TownSouthend United 2-0 Fleetwood Town | Sky Bet League Two |
| 11 | Tue 22 Oct 2013 | 50-1 v Dagenham & RedbridgeSouthend United 0-1 Dagenham & Redbridge | Sky Bet League Two |
| 12 | Sat 16 Nov 2013 | 52-0 v Exeter CityExeter City 0-2 Southend United | Sky Bet League Two |
| 13 | Tue 26 Nov 2013 | 52-1 v PortsmouthPortsmouth 1-2 Southend United | Sky Bet League Two |
| 14 | Sat 7 Dec 2013 | 53-1 v ChesterfieldChesterfield 1-3 Southend United | FA Cup with Budweiser Second Round |
| 15 | Fri 20 Dec 2013 | 51-1 v RochdaleSouthend United 1-1 Rochdale | Sky Bet League Two |
| 16 | Thu 26 Dec 2013 | 51-0 v AFC WimbledonAFC Wimbledon 0-1 Southend United | Sky Bet League Two |
| 17 | Sun 29 Dec 2013 | 51-1 v Accrington StanleyAccrington Stanley 1-1 Southend United | Sky Bet League Two |
| 18 | Wed 1 Jan 2014 | 52-1 v PortsmouthSouthend United 2-1 Portsmouth | Sky Bet League Two |
| 19 | Sat 4 Jan 2014 | 54-1 v MillwallSouthend United 4-1 Millwall | FA Cup with Budweiser Third Round |
| 20 | Sat 11 Jan 2014 | 51-1 v Plymouth ArgylePlymouth Argyle 1-1 Southend United | Sky Bet League Two |
| 21 | Sat 18 Jan 2014 | 53-0 v ChesterfieldSouthend United 3-0 Chesterfield | Sky Bet League Two |
| 22 | Sat 25 Jan 2014 | 50-2 v Hull CitySouthend United 0-2 Hull City | FA Cup with Budweiser Fourth Round |
| 23 | Tue 28 Jan 2014 | 51-1 v Dagenham & RedbridgeDagenham & Redbridge 1-1 Southend United | Sky Bet League Two |
| 24 | Fri 31 Jan 2014 | 50-0 v Newport CountySouthend United 0-0 Newport County | Sky Bet League Two |
| 25 | Sat 8 Feb 2014 | 51-2 v Mansfield TownMansfield Town 2-1 Southend United | Sky Bet League Two |
| 26 | Sat 15 Feb 2014 | 52-3 v Exeter CitySouthend United 2-3 Exeter City | Sky Bet League Two |
| 27 | Tue 18 Feb 2014 | 51-1 v Hartlepool UnitedSouthend United 1-1 Hartlepool United | Sky Bet League Two |
| 28 | Sat 22 Feb 2014 | 50-0 v York CityYork City 0-0 Southend United | Sky Bet League Two |
| 29 | Tue 25 Feb 2014 | 51-2 v Northampton TownNorthampton Town 2-1 Southend United | Sky Bet League Two |
| 30 | Sat 1 Mar 2014 | 51-1 v Wycombe WanderersSouthend United 1-1 Wycombe Wanderers | Sky Bet League Two |
| 31 | Sat 8 Mar 2014 | 51-2 v MorecambeMorecambe 2-1 Southend United | Sky Bet League Two |
| 32 | Tue 11 Mar 2014 | 52-2 v Scunthorpe UnitedScunthorpe United 2-2 Southend United | Sky Bet League Two |
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