| 1 | Tue 12 Aug 2014 | 51-2 v WalsallSouthend United 1-2 Walsall | Capital One Cup First Round |
| 2 | Sat 30 Aug 2014 | 50-2 v Plymouth ArgylePlymouth Argyle 2-0 Southend United | Sky Bet League Two |
| 3 | Sat 6 Sep 2014 | 51-1 v Oxford UnitedSouthend United 1-1 Oxford United | Sky Bet League Two |
| 4 | Sat 13 Sep 2014 | 52-0 v PortsmouthSouthend United 2-0 Portsmouth | Sky Bet League Two |
| 5 | Tue 16 Sep 2014 | 51-0 v Cheltenham TownCheltenham Town 0-1 Southend United | Sky Bet League Two |
| 6 | Sat 20 Sep 2014 | 53-2 v York CityYork City 2-3 Southend United | Sky Bet League Two |
| 7 | Sat 27 Sep 2014 | 51-0 v Shrewsbury TownSouthend United 1-0 Shrewsbury Town | Sky Bet League Two |
| 8 | Sat 4 Oct 2014 | 50-1 v MorecambeSouthend United 0-1 Morecambe | Sky Bet League Two |
| 9 | Sat 11 Oct 2014 | 50-2 v Luton TownLuton Town 2-0 Southend United | Sky Bet League Two |
| 10 | Sat 18 Oct 2014 | 51-1 v Exeter CitySouthend United 1-1 Exeter City | Sky Bet League Two |
| 11 | Tue 21 Oct 2014 | 50-1 v Newport CountyNewport County 1-0 Southend United | Sky Bet League Two |
| 12 | Sat 15 Nov 2014 | 51-0 v Hartlepool UnitedSouthend United 1-0 Hartlepool United | Sky Bet League Two |
| 13 | Sat 22 Nov 2014 | 52-1 v Tranmere RoversTranmere Rovers 1-2 Southend United | Sky Bet League Two |
| 14 | Sat 29 Nov 2014 | 52-0 v Northampton TownSouthend United 2-0 Northampton Town | Sky Bet League Two |
| 15 | Sat 3 Jan 2015 | 51-1 v Northampton TownNorthampton Town 1-1 Southend United | Sky Bet League Two |
| 16 | Sat 10 Jan 2015 | 50-0 v Plymouth ArgyleSouthend United 0-0 Plymouth Argyle | Sky Bet League Two |
| 17 | Sat 17 Jan 2015 | 53-2 v Oxford UnitedOxford United 2-3 Southend United | Sky Bet League Two |
| 18 | Sat 24 Jan 2015 | 52-1 v PortsmouthPortsmouth 1-2 Southend United | Sky Bet League Two |
| 19 | Sat 31 Jan 2015 | 51-0 v York CitySouthend United 1-0 York City | Sky Bet League Two |
| 20 | Sat 7 Feb 2015 | 51-1 v Shrewsbury TownShrewsbury Town 1-1 Southend United | Sky Bet League Two |
| 21 | Tue 10 Feb 2015 | 52-0 v Cheltenham TownSouthend United 2-0 Cheltenham Town | Sky Bet League Two |
| 22 | Sat 14 Feb 2015 | 51-2 v Accrington StanleySouthend United 1-2 Accrington Stanley | Sky Bet League Two |
| 23 | Sat 28 Feb 2015 | 52-0 v Carlisle UnitedSouthend United 2-0 Carlisle United | Sky Bet League Two |
| 24 | Tue 3 Mar 2015 | 50-0 v AFC WimbledonAFC Wimbledon 0-0 Southend United | Sky Bet League Two |
| 25 | Sat 7 Mar 2015 | 52-2 v Wycombe WanderersSouthend United 2-2 Wycombe Wanderers | Sky Bet League Two |
| 26 | Sat 14 Mar 2015 | 53-1 v Dagenham & RedbridgeDagenham & Redbridge 1-3 Southend United | Sky Bet League Two |
| 27 | Wed 18 Mar 2015 | 51-2 v Burton AlbionBurton Albion 2-1 Southend United | Sky Bet League Two |
| 28 | Sat 21 Mar 2015 | 50-0 v Cambridge UnitedSouthend United 0-0 Cambridge United | Sky Bet League Two |
| 29 | Fri 3 Apr 2015 | 52-0 v Mansfield TownSouthend United 2-0 Mansfield Town | Sky Bet League Two |
Football Web Pages