| 1 | Tue 6 Aug 2013 | 160-1 v Yeovil TownSouthend United 0-1 Yeovil Town | Capital One Cup First Round |
| 2 | Sat 17 Aug 2013 | 162-0 v Northampton TownSouthend United 2-0 Northampton Town | Sky Bet League Two |
| 3 | Sat 24 Aug 2013 | 161-2 v ChesterfieldChesterfield 2-1 Southend United | Sky Bet League Two |
| 4 | Sat 31 Aug 2013 | 161-2 v Wycombe WanderersWycombe Wanderers 2-1 Southend United | Sky Bet League Two |
| 5 | Sat 5 Oct 2013 | 162-0 v Oxford UnitedOxford United 0-2 Southend United | Sky Bet League Two |
| 6 | Tue 8 Oct 2013 | 162-5 v Dagenham & RedbridgeSouthend United 2-5 Dagenham & Redbridge | Johnstone's Paint Trophy Southern Area Second Round |
| 7 | Sat 12 Oct 2013 | 161-0 v Burton AlbionBurton Albion 0-1 Southend United | Sky Bet League Two |
| 8 | Fri 18 Oct 2013 | 162-0 v Fleetwood TownSouthend United 2-0 Fleetwood Town | Sky Bet League Two |
| 9 | Tue 22 Oct 2013 | 160-1 v Dagenham & RedbridgeSouthend United 0-1 Dagenham & Redbridge | Sky Bet League Two |
| 10 | Sat 26 Oct 2013 | 161-3 v Newport CountyNewport County 3-1 Southend United | Sky Bet League Two |
| 11 | Fri 1 Nov 2013 | 163-0 v Mansfield TownSouthend United 3-0 Mansfield Town | Sky Bet League Two |
| 12 | Tue 26 Nov 2013 | 162-1 v PortsmouthPortsmouth 1-2 Southend United | Sky Bet League Two |
| 13 | Sat 7 Dec 2013 | 163-1 v ChesterfieldChesterfield 1-3 Southend United | FA Cup with Budweiser Second Round |
| 14 | Sat 14 Dec 2013 | 160-1 v Torquay UnitedTorquay United 1-0 Southend United | Sky Bet League Two |
| 15 | Sat 4 Jan 2014 | 164-1 v MillwallSouthend United 4-1 Millwall | FA Cup with Budweiser Third Round |
| 16 | Sat 11 Jan 2014 | 161-1 v Plymouth ArgylePlymouth Argyle 1-1 Southend United | Sky Bet League Two |
| 17 | Tue 28 Jan 2014 | 161-1 v Dagenham & RedbridgeDagenham & Redbridge 1-1 Southend United | Sky Bet League Two |
| 18 | Fri 31 Jan 2014 | 160-0 v Newport CountySouthend United 0-0 Newport County | Sky Bet League Two |
| 19 | Sat 8 Feb 2014 | 161-2 v Mansfield TownMansfield Town 2-1 Southend United | Sky Bet League Two |
| 20 | Sat 8 Mar 2014 | 161-2 v MorecambeMorecambe 2-1 Southend United | Sky Bet League Two |
| 21 | Tue 11 Mar 2014 | 162-2 v Scunthorpe UnitedScunthorpe United 2-2 Southend United | Sky Bet League Two |
| 22 | Sat 15 Mar 2014 | 160-0 v BurySouthend United 0-0 Bury | Sky Bet League Two |
| 23 | Sat 5 Apr 2014 | 162-1 v Cheltenham TownCheltenham Town 1-2 Southend United | Sky Bet League Two |
| 24 | Mon 21 Apr 2014 | 161-0 v Accrington StanleySouthend United 1-0 Accrington Stanley | Sky Bet League Two |
| 25 | Sat 17 May 2014 | 162-2 v Burton AlbionSouthend United 2-2 Burton Albion | Sky Bet League Two Play-off Semi Final |
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