| 2014-12-28 | SouthendvDag and RedLeague Two · England | 0–0 | League Two · England |
| 2014-12-26 | CambridgevSouthendLeague Two · England | 0–1 | League Two · England |
| 2014-12-19 | SouthendvBurtonLeague Two · England | 0–0 | League Two · England |
| 2014-12-13 | WycombevSouthendLeague Two · England | 4–1 | League Two · England |
| 2014-11-29 | SouthendvNorthamptonLeague Two · England | 2–0 | League Two · England |
| 2014-11-22 | TranmerevSouthendLeague Two · England | 1–2 | League Two · England |
| 2014-11-15 | SouthendvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 2014-11-01 | MansfieldvSouthendLeague Two · England | 1–2 | League Two · England |
| 2014-10-25 | SouthendvBuryLeague Two · England | 1–1 | League Two · England |
| 2014-10-21 | Newport CountyvSouthendLeague Two · England | 1–0 | League Two · England |
| 2014-10-18 | SouthendvExeterLeague Two · England | 1–1 | League Two · England |
| 2014-10-11 | LutonvSouthendLeague Two · England | 2–0 | League Two · England |
| 2014-10-04 | SouthendvMorecambeLeague Two · England | 0–1 | League Two · England |
| 2014-09-27 | SouthendvShrewsburyLeague Two · England | 1–0 | League Two · England |
| 2014-09-20 | YorkvSouthendLeague Two · England | 2–3 | League Two · England |
| 2014-09-16 | CheltenhamvSouthendLeague Two · England | 0–1 | League Two · England |
| 2014-09-13 | SouthendvPortsmouthLeague Two · England | 2–0 | League Two · England |
| 2014-09-06 | SouthendvOxfordLeague Two · England | 1–1 | League Two · England |
| 2014-08-30 | PlymouthvSouthendLeague Two · England | 2–0 | League Two · England |
| 2014-08-23 | CarlislevSouthendLeague Two · England | 1–1 | League Two · England |
| 2014-08-19 | SouthendvAFC WimbledonLeague Two · England | 0–1 | League Two · England |
| 2014-08-16 | SouthendvStevenageLeague Two · England | 2–0 | League Two · England |
| 2014-08-09 | AccringtonvSouthendLeague Two · England | 0–1 | League Two · England |
| 2014-05-03 | SouthendvBurtonLeague Two · England | 1–0 | League Two · England |
| 2014-04-26 | Fleetwood TownvSouthendLeague Two · England | 1–1 | League Two · England |
| 2014-04-21 | SouthendvAccringtonLeague Two · England | 1–0 | League Two · England |
| 2014-04-18 | RochdalevSouthendLeague Two · England | 0–3 | League Two · England |
| 2014-04-12 | SouthendvAFC WimbledonLeague Two · England | 0–1 | League Two · England |
| 2014-04-05 | CheltenhamvSouthendLeague Two · England | 1–2 | League Two · England |
| 2014-03-29 | SouthendvTorquayLeague Two · England | 1–0 | League Two · England |
| 2014-03-24 | SouthendvOxfordLeague Two · England | 3–0 | League Two · England |
| 2014-03-21 | Bristol RvsvSouthendLeague Two · England | 0–0 | League Two · England |
| 2014-03-15 | SouthendvBuryLeague Two · England | 0–0 | League Two · England |
| 2014-03-11 | ScunthorpevSouthendLeague Two · England | 2–2 | League Two · England |
| 2014-03-08 | MorecambevSouthendLeague Two · England | 2–1 | League Two · England |
| 2014-03-01 | SouthendvWycombeLeague Two · England | 1–1 | League Two · England |
| 2014-02-25 | NorthamptonvSouthendLeague Two · England | 2–1 | League Two · England |
| 2014-02-22 | YorkvSouthendLeague Two · England | 0–0 | League Two · England |
| 2014-02-18 | SouthendvHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2014-02-15 | SouthendvExeterLeague Two · England | 2–3 | League Two · England |
| 2014-02-08 | MansfieldvSouthendLeague Two · England | 2–1 | League Two · England |
| 2014-01-31 | SouthendvNewport CountyLeague Two · England | 0–0 | League Two · England |
| 2014-01-28 | Dag and RedvSouthendLeague Two · England | 1–1 | League Two · England |
| 2014-01-18 | SouthendvChesterfieldLeague Two · England | 3–0 | League Two · England |
| 2014-01-11 | PlymouthvSouthendLeague Two · England | 1–1 | League Two · England |
| 2014-01-01 | SouthendvPortsmouthLeague Two · England | 2–1 | League Two · England |