| 1999-02-06 | PeterborovBarnetLeague Two · England | 5–2 | League Two · England |
| 1999-02-06 | RotherhamvSouthendLeague Two · England | 2–2 | League Two · England |
| 1999-02-06 | ShrewsburyvRochdaleLeague Two · England | 3–2 | League Two · England |
| 1999-02-06 | DarlingtonvMansfieldLeague Two · England | 5–1 | League Two · England |
| 1999-02-06 | PlymouthvCardiffLeague Two · England | 1–1 | League Two · England |
| 1999-02-06 | ScarboroughvCambridgeLeague Two · England | 1–5 | League Two · England |
| 1999-02-06 | CarlislevLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 1999-02-06 | HartlepoolvHalifaxLeague Two · England | 2–0 | League Two · England |
| 1999-02-06 | TorquayvScunthorpeLeague Two · England | 1–0 | League Two · England |
| 1999-02-05 | SwanseavBrightonLeague Two · England | 2–2 | League Two · England |
| 1999-02-02 | BrentfordvCarlisleLeague Two · England | 1–1 | League Two · England |
| 1999-01-30 | SouthendvTorquayLeague Two · England | 0–0 | League Two · England |
| 1999-01-30 | HullvShrewsburyLeague Two · England | 1–1 | League Two · England |
| 1999-01-30 | MansfieldvChesterLeague Two · England | 3–0 | League Two · England |
| 1999-01-30 | CardiffvBrentfordLeague Two · England | 4–1 | League Two · England |
| 1999-01-30 | Leyton OrientvDarlingtonLeague Two · England | 3–2 | League Two · England |
| 1999-01-30 | RochdalevHartlepoolLeague Two · England | 0–1 | League Two · England |
| 1999-01-30 | BrightonvPeterboroLeague Two · England | 1–0 | League Two · England |
| 1999-01-30 | HalifaxvRotherhamLeague Two · England | 2–4 | League Two · England |
| 1999-01-30 | CambridgevCarlisleLeague Two · England | 1–0 | League Two · England |
| 1999-01-30 | ScunthorpevScarboroughLeague Two · England | 5–1 | League Two · England |
| 1999-01-30 | BarnetvSwanseaLeague Two · England | 0–1 | League Two · England |
| 1999-01-30 | ExetervPlymouthLeague Two · England | 1–1 | League Two · England |
| 1999-01-26 | PeterborovHullLeague Two · England | 1–1 | League Two · England |
| 1999-01-23 | HalifaxvPlymouthLeague Two · England | 2–0 | League Two · England |
| 1999-01-23 | ExetervPeterboroLeague Two · England | 2–0 | League Two · England |
| 1999-01-23 | SouthendvCarlisleLeague Two · England | 0–1 | League Two · England |
| 1999-01-23 | CambridgevChesterLeague Two · England | 2–1 | League Two · England |
| 1999-01-23 | BrightonvScarboroughLeague Two · England | 1–0 | League Two · England |
| 1999-01-23 | HullvHartlepoolLeague Two · England | 4–0 | League Two · England |
| 1999-01-23 | RochdalevBrentfordLeague Two · England | 2–0 | League Two · England |
| 1999-01-23 | BarnetvShrewsburyLeague Two · England | 2–2 | League Two · England |
| 1999-01-23 | CardiffvDarlingtonLeague Two · England | 3–2 | League Two · England |
| 1999-01-22 | MansfieldvRotherhamLeague Two · England | 0–3 | League Two · England |
| 1999-01-16 | ShrewsburyvSouthendLeague Two · England | 3–1 | League Two · England |
| 1999-01-16 | CarlislevScunthorpeLeague Two · England | 0–1 | League Two · England |
| 1999-01-16 | ScarboroughvExeterLeague Two · England | 1–0 | League Two · England |
| 1999-01-16 | PeterborovCardiffLeague Two · England | 2–1 | League Two · England |
| 1999-01-16 | RotherhamvLeyton OrientLeague Two · England | 3–1 | League Two · England |
| 1999-01-16 | TorquayvRochdaleLeague Two · England | 2–1 | League Two · England |
| 1999-01-16 | HartlepoolvBarnetLeague Two · England | 2–2 | League Two · England |
| 1999-01-16 | PlymouthvMansfieldLeague Two · England | 3–0 | League Two · England |
| 1999-01-15 | ChestervBrightonLeague Two · England | 1–1 | League Two · England |
| 1999-01-09 | HalifaxvPeterboroLeague Two · England | 2–2 | League Two · England |
| 1999-01-09 | ExetervSwanseaLeague Two · England | 4–0 | League Two · England |
| 1999-01-09 | BrightonvCarlisleLeague Two · England | 1–3 | League Two · England |
| 1999-01-09 | CardiffvHartlepoolLeague Two · England | 4–1 | League Two · England |
| 1999-01-09 | MansfieldvBrentfordLeague Two · England | 3–1 | League Two · England |
| 1999-01-09 | Leyton OrientvChesterLeague Two · England | 2–2 | League Two · England |
| 1999-01-09 | CambridgevTorquayLeague Two · England | 2–0 | League Two · England |