| 2016-12-31 | SouthendvCharltonLeague One · England | 1–1 | League One · England |
| 2016-12-26 | SouthendvAFC WimbledonLeague One · England | 3–0 | League One · England |
| 2016-12-17 | OldhamvSouthendLeague One · England | 0–2 | League One · England |
| 2016-12-10 | SouthendvCoventryLeague One · England | 3–1 | League One · England |
| 2016-11-26 | WalsallvSouthendLeague One · England | 0–0 | League One · England |
| 2016-11-22 | SouthendvSwindonLeague One · England | 1–1 | League One · England |
| 2016-11-19 | SouthendvBradfordLeague One · England | 3–0 | League One · England |
| 2016-11-12 | BuryvSouthendLeague One · England | 1–4 | League One · England |
| 2016-10-29 | SouthendvShrewsburyLeague One · England | 1–1 | League One · England |
| 2016-10-22 | Milton Keynes DonsvSouthendLeague One · England | 0–3 | League One · England |
| 2016-10-18 | BradfordvSouthendLeague One · England | 1–1 | League One · England |
| 2016-10-15 | SouthendvChesterfieldLeague One · England | 1–0 | League One · England |
| 2016-10-08 | RochdalevSouthendLeague One · England | 3–0 | League One · England |
| 2016-10-01 | SouthendvPeterboroLeague One · England | 1–1 | League One · England |
| 2016-09-27 | SouthendvOxfordLeague One · England | 2–1 | League One · England |
| 2016-09-24 | NorthamptonvSouthendLeague One · England | 4–0 | League One · England |
| 2016-09-17 | SouthendvMillwallLeague One · England | 3–1 | League One · England |
| 2016-09-10 | ScunthorpevSouthendLeague One · England | 4–0 | League One · England |
| 2016-09-03 | BoltonvSouthendLeague One · England | 1–1 | League One · England |
| 2016-08-27 | SouthendvFleetwood TownLeague One · England | 0–2 | League One · England |
| 2016-08-20 | SouthendvBristol RvsLeague One · England | 1–1 | League One · England |
| 2016-08-16 | Sheffield UnitedvSouthendLeague One · England | 0–3 | League One · England |
| 2016-08-13 | Port ValevSouthendLeague One · England | 2–0 | League One · England |
| 2016-08-06 | SouthendvGillinghamLeague One · England | 1–3 | League One · England |
| 2016-05-08 | BuryvSouthendLeague One · England | 3–2 | League One · England |
| 2016-04-30 | SouthendvBradfordLeague One · England | 0–1 | League One · England |
| 2016-04-23 | WiganvSouthendLeague One · England | 4–1 | League One · England |
| 2016-04-19 | SouthendvOldhamLeague One · England | 0–1 | League One · England |
| 2016-04-16 | WalsallvSouthendLeague One · England | 1–0 | League One · England |
| 2016-04-09 | SouthendvFleetwood TownLeague One · England | 2–2 | League One · England |
| 2016-04-02 | BlackpoolvSouthendLeague One · England | 2–0 | League One · England |
| 2016-03-30 | SouthendvSheffield UnitedLeague One · England | 3–1 | League One · England |
| 2016-03-25 | RochdalevSouthendLeague One · England | 4–1 | League One · England |
| 2016-03-19 | SouthendvGillinghamLeague One · England | 1–1 | League One · England |
| 2016-03-12 | BarnsleyvSouthendLeague One · England | 0–2 | League One · England |
| 2016-03-05 | SouthendvChesterfieldLeague One · England | 0–1 | League One · England |
| 2016-03-01 | SouthendvCreweLeague One · England | 1–1 | League One · England |
| 2016-02-26 | Port ValevSouthendLeague One · England | 3–1 | League One · England |
| 2016-02-22 | SouthendvBurtonLeague One · England | 3–1 | League One · England |
| 2016-02-16 | BradfordvSouthendLeague One · England | 2–0 | League One · England |
| 2016-02-13 | ScunthorpevSouthendLeague One · England | 1–0 | League One · England |
| 2016-02-06 | SouthendvColchesterLeague One · England | 3–0 | League One · England |
| 2016-02-02 | ShrewsburyvSouthendLeague One · England | 1–2 | League One · England |
| 2016-01-23 | SouthendvCoventryLeague One · England | 3–0 | League One · England |
| 2016-01-16 | PeterborovSouthendLeague One · England | 0–0 | League One · England |
| 2016-01-09 | SwindonvSouthendLeague One · England | 4–2 | League One · England |
| 2016-01-02 | SouthendvDoncasterLeague One · England | 0–3 | League One · England |