| 1 | Sat 10 Jan 2015 | 320-0 v Plymouth ArgyleSouthend United 0-0 Plymouth Argyle | Sky Bet League Two |
| 2 | Sat 17 Jan 2015 | 323-2 v Oxford UnitedOxford United 2-3 Southend United | Sky Bet League Two |
| 3 | Sat 24 Jan 2015 | 322-1 v PortsmouthPortsmouth 1-2 Southend United | Sky Bet League Two |
| 4 | Sat 31 Jan 2015 | 321-0 v York CitySouthend United 1-0 York City | Sky Bet League Two |
| 5 | Sat 7 Feb 2015 | 321-1 v Shrewsbury TownShrewsbury Town 1-1 Southend United | Sky Bet League Two |
| 6 | Tue 10 Feb 2015 | 322-0 v Cheltenham TownSouthend United 2-0 Cheltenham Town | Sky Bet League Two |
| 7 | Sat 14 Feb 2015 | 321-2 v Accrington StanleySouthend United 1-2 Accrington Stanley | Sky Bet League Two |
| 8 | Sat 21 Feb 2015 | 322-4 v StevenageStevenage 4-2 Southend United | Sky Bet League Two |
| 9 | Sat 28 Feb 2015 | 322-0 v Carlisle UnitedSouthend United 2-0 Carlisle United | Sky Bet League Two |
| 10 | Tue 3 Mar 2015 | 320-0 v AFC WimbledonAFC Wimbledon 0-0 Southend United | Sky Bet League Two |
| 11 | Sat 7 Mar 2015 | 322-2 v Wycombe WanderersSouthend United 2-2 Wycombe Wanderers | Sky Bet League Two |
| 12 | Sat 14 Mar 2015 | 323-1 v Dagenham & RedbridgeDagenham & Redbridge 1-3 Southend United | Sky Bet League Two |
| 13 | Wed 18 Mar 2015 | 321-2 v Burton AlbionBurton Albion 2-1 Southend United | Sky Bet League Two |
| 14 | Sat 21 Mar 2015 | 320-0 v Cambridge UnitedSouthend United 0-0 Cambridge United | Sky Bet League Two |
| 15 | Fri 3 Apr 2015 | 322-0 v Mansfield TownSouthend United 2-0 Mansfield Town | Sky Bet League Two |
| 16 | Mon 6 Apr 2015 | 321-0 v Hartlepool UnitedHartlepool United 0-1 Southend United | Sky Bet League Two |
| 17 | Sat 11 Apr 2015 | 321-0 v Tranmere RoversSouthend United 1-0 Tranmere Rovers | Sky Bet League Two |
| 18 | Tue 14 Apr 2015 | 322-0 v Newport CountySouthend United 2-0 Newport County | Sky Bet League Two |
| 19 | Sat 18 Apr 2015 | 321-0 v Exeter CityExeter City 0-1 Southend United | Sky Bet League Two |
| 20 | Sat 2 May 2015 | 321-3 v MorecambeMorecambe 3-1 Southend United | Sky Bet League Two |
| 21 | Sun 10 May 2015 | 321-1 v StevenageStevenage 1-1 Southend United | Sky Bet League Two Play-off Semi Final |
| 22 | Thu 14 May 2015 | 323-1 v StevenageSouthend United 3-1 Stevenage | Sky Bet League Two Play-off Semi Final |
| 23 | Sat 23 May 2015 | 321-1 v Wycombe WanderersSouthend United 1-1 Wycombe Wanderers | Sky Bet League Two Play-off Final |
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