| 1998-05-02 | SouthendvWrexhamLeague One · England | 1–3 | League One · England |
| 1998-04-25 | OldhamvSouthendLeague One · England | 2–0 | League One · England |
| 1998-04-18 | YorkvSouthendLeague One · England | 1–1 | League One · England |
| 1998-04-13 | SouthendvGillinghamLeague One · England | 0–0 | League One · England |
| 1998-04-11 | PrestonvSouthendLeague One · England | 1–0 | League One · England |
| 1998-04-03 | SouthendvChesterfieldLeague One · England | 0–2 | League One · England |
| 1998-03-27 | Bristol RvsvSouthendLeague One · England | 2–0 | League One · England |
| 1998-03-21 | SouthendvBournemouthLeague One · England | 5–3 | League One · England |
| 1998-03-17 | WiganvSouthendLeague One · England | 1–3 | League One · England |
| 1998-03-14 | WatfordvSouthendLeague One · England | 1–1 | League One · England |
| 1998-03-07 | SouthendvGrimsbyLeague One · England | 0–1 | League One · England |
| 1998-02-28 | Bristol CityvSouthendLeague One · England | 1–0 | League One · England |
| 1998-02-24 | SouthendvPlymouthLeague One · England | 3–0 | League One · England |
| 1998-02-21 | SouthendvBlackpoolLeague One · England | 2–1 | League One · England |
| 1998-02-14 | NorthamptonvSouthendLeague One · England | 3–1 | League One · England |
| 1998-02-07 | FulhamvSouthendLeague One · England | 2–0 | League One · England |
| 1998-01-31 | SouthendvMillwallLeague One · England | 0–0 | League One · England |
| 1998-01-24 | BurnleyvSouthendLeague One · England | 1–0 | League One · England |
| 1998-01-17 | SouthendvWalsallLeague One · England | 0–1 | League One · England |
| 1998-01-10 | CarlislevSouthendLeague One · England | 5–0 | League One · England |
| 1998-01-03 | SouthendvLutonLeague One · England | 1–2 | League One · England |