| 2003-11-15 | YeovilvSouthendLeague Two · England | 4–0 | League Two · England |
| 2003-11-01 | SouthendvNorthamptonLeague Two · England | 0–1 | League Two · England |
| 2003-10-25 | MacclesfieldvSouthendLeague Two · England | 1–2 | League Two · England |
| 2003-10-21 | SouthendvBostonLeague Two · England | 0–2 | League Two · England |
| 2003-10-18 | SouthendvLeyton OrientLeague Two · England | 1–2 | League Two · England |
| 2003-10-11 | KidderminstervSouthendLeague Two · England | 1–2 | League Two · England |
| 2003-10-04 | SouthendvHuddersfieldLeague Two · England | 1–2 | League Two · England |
| 2003-09-30 | DarlingtonvSouthendLeague Two · England | 0–0 | League Two · England |
| 2003-09-27 | ScunthorpevSouthendLeague Two · England | 1–1 | League Two · England |
| 2003-09-20 | SouthendvCarlisleLeague Two · England | 2–2 | League Two · England |
| 2003-09-16 | SouthendvLincolnLeague Two · England | 0–2 | League Two · England |
| 2003-09-13 | HullvSouthendLeague Two · England | 3–2 | League Two · England |
| 2003-09-06 | OxfordvSouthendLeague Two · England | 2–0 | League Two · England |
| 2003-08-30 | SouthendvBuryLeague Two · England | 1–0 | League Two · England |
| 2003-08-26 | YorkvSouthendLeague Two · England | 2–0 | League Two · England |
| 2003-08-23 | SouthendvMansfieldLeague Two · England | 0–3 | League Two · England |
| 2003-08-16 | DoncastervSouthendLeague Two · England | 2–0 | League Two · England |
| 2003-08-09 | SouthendvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2003-05-03 | ExetervSouthendLeague Two · England | 1–0 | League Two · England |
| 2003-04-26 | SouthendvBuryLeague Two · England | 1–2 | League Two · England |
| 2003-04-21 | BostonvSouthendLeague Two · England | 1–0 | League Two · England |
| 2003-04-19 | SouthendvTorquayLeague Two · England | 3–0 | League Two · England |
| 2003-04-12 | BournemouthvSouthendLeague Two · England | 1–0 | League Two · England |
| 2003-04-05 | SouthendvDarlingtonLeague Two · England | 2–0 | League Two · England |
| 2003-03-29 | YorkvSouthendLeague Two · England | 2–0 | League Two · England |
| 2003-03-22 | SouthendvLeyton OrientLeague Two · England | 1–0 | League Two · England |
| 2003-03-18 | SouthendvSwanseaLeague Two · England | 0–2 | League Two · England |
| 2003-03-15 | HartlepoolvSouthendLeague Two · England | 2–1 | League Two · England |
| 2003-03-08 | SouthendvLincolnLeague Two · England | 0–1 | League Two · England |
| 2003-03-04 | KidderminstervSouthendLeague Two · England | 1–0 | League Two · England |
| 2003-03-01 | MacclesfieldvSouthendLeague Two · England | 2–1 | League Two · England |
| 2003-02-22 | SouthendvRushden & DLeague Two · England | 2–1 | League Two · England |
| 2003-02-15 | WrexhamvSouthendLeague Two · England | 3–0 | League Two · England |
| 2003-02-08 | SouthendvBristol RvsLeague Two · England | 2–2 | League Two · England |
| 2003-02-01 | SouthendvHullLeague Two · England | 3–0 | League Two · England |
| 2003-01-25 | ScunthorpevSouthendLeague Two · England | 4–1 | League Two · England |
| 2003-01-21 | SouthendvOxfordLeague Two · England | 2–1 | League Two · England |
| 2003-01-18 | SouthendvRochdaleLeague Two · England | 1–0 | League Two · England |
| 2003-01-14 | ShrewsburyvSouthendLeague Two · England | 0–1 | League Two · England |
| 2003-01-04 | CarlislevSouthendLeague Two · England | 1–0 | League Two · England |
| 2002-12-29 | SouthendvScunthorpeLeague Two · England | 1–2 | League Two · England |
| 2002-12-26 | CambridgevSouthendLeague Two · England | 1–1 | League Two · England |
| 2002-12-21 | TorquayvSouthendLeague Two · England | 3–1 | League Two · England |
| 2002-12-14 | SouthendvBostonLeague Two · England | 4–2 | League Two · England |
| 2002-11-30 | DarlingtonvSouthendLeague Two · England | 2–1 | League Two · England |
| 2002-11-23 | SouthendvBournemouthLeague Two · England | 0–1 | League Two · England |
| 2002-11-09 | Bristol RvsvSouthendLeague Two · England | 0–1 | League Two · England |
| 2002-11-02 | SouthendvWrexhamLeague Two · England | 0–1 | League Two · England |
| 2002-10-29 | Leyton OrientvSouthendLeague Two · England | 2–1 | League Two · England |
| 2002-10-25 | SouthendvHartlepoolLeague Two · England | 0–1 | League Two · England |