| 1997-12-28 | SouthendvWycombeLeague One · England | 1–2 | League One · England |
| 1997-12-26 | BrentfordvSouthendLeague One · England | 1–1 | League One · England |
| 1997-12-19 | SouthendvYorkLeague One · England | 4–4 | League One · England |
| 1997-12-13 | GillinghamvSouthendLeague One · England | 1–2 | League One · England |
| 1997-12-02 | SouthendvPrestonLeague One · England | 3–2 | League One · England |
| 1997-11-29 | ChesterfieldvSouthendLeague One · England | 1–0 | League One · England |
| 1997-11-22 | SouthendvBristol RvsLeague One · England | 1–1 | League One · England |
| 1997-11-18 | BournemouthvSouthendLeague One · England | 2–1 | League One · England |
| 1997-11-08 | SouthendvWiganLeague One · England | 1–0 | League One · England |
| 1997-11-04 | SouthendvWatfordLeague One · England | 0–3 | League One · England |
| 1997-11-01 | GrimsbyvSouthendLeague One · England | 5–1 | League One · England |
| 1997-10-25 | SouthendvOldhamLeague One · England | 1–1 | League One · England |
| 1997-10-21 | WrexhamvSouthendLeague One · England | 3–1 | League One · England |
| 1997-10-18 | PlymouthvSouthendLeague One · England | 2–3 | League One · England |
| 1997-10-11 | SouthendvBristol CityLeague One · England | 0–2 | League One · England |
| 1997-10-04 | SouthendvNorthamptonLeague One · England | 0–0 | League One · England |
| 1997-09-27 | BlackpoolvSouthendLeague One · England | 3–0 | League One · England |
| 1997-09-20 | SouthendvFulhamLeague One · England | 1–0 | League One · England |
| 1997-09-13 | MillwallvSouthendLeague One · England | 3–1 | League One · England |
| 1997-09-05 | SouthendvBrentfordLeague One · England | 3–1 | League One · England |
| 1997-09-02 | WycombevSouthendLeague One · England | 4–1 | League One · England |
| 1997-08-30 | WalsallvSouthendLeague One · England | 3–1 | League One · England |
| 1997-08-23 | SouthendvBurnleyLeague One · England | 1–0 | League One · England |
| 1997-08-18 | LutonvSouthendLeague One · England | 1–0 | League One · England |
| 1997-08-09 | SouthendvCarlisleLeague One · England | 1–1 | League One · England |
| 1997-05-04 | GrimsbyvSouthendChampionship · England | 4–0 | Championship · England |
| 1997-04-26 | SouthendvHuddersfieldChampionship · England | 1–2 | Championship · England |
| 1997-04-19 | WolvesvSouthendChampionship · England | 4–1 | Championship · England |
| 1997-04-12 | SouthendvBradfordChampionship · England | 1–1 | Championship · England |
| 1997-04-05 | SwindonvSouthendChampionship · England | 0–0 | Championship · England |
| 1997-03-31 | SouthendvPortsmouthChampionship · England | 2–1 | Championship · England |
| 1997-03-28 | TranmerevSouthendChampionship · England | 2–0 | Championship · England |
| 1997-03-22 | SouthendvOxfordChampionship · England | 2–2 | Championship · England |
| 1997-03-15 | SouthendvQPRChampionship · England | 0–1 | Championship · England |
| 1997-03-08 | BirminghamvSouthendChampionship · England | 2–1 | Championship · England |
| 1997-03-05 | West BromvSouthendChampionship · England | 4–0 | Championship · England |
| 1997-03-01 | SouthendvBarnsleyChampionship · England | 1–2 | Championship · England |
| 1997-02-25 | SouthendvNorwichChampionship · England | 1–1 | Championship · England |
| 1997-02-22 | ReadingvSouthendChampionship · England | 3–2 | Championship · England |
| 1997-02-15 | SouthendvStokeChampionship · England | 2–1 | Championship · England |
| 1997-02-08 | Man CityvSouthendChampionship · England | 3–0 | Championship · England |
| 1997-02-01 | SouthendvIpswichChampionship · England | 0–0 | Championship · England |
| 1997-01-28 | SouthendvCrystal PalaceChampionship · England | 2–1 | Championship · England |
| 1997-01-25 | Port ValevSouthendChampionship · England | 2–1 | Championship · England |
| 1997-01-18 | Sheffield UnitedvSouthendChampionship · England | 3–0 | Championship · England |