| 1999-04-17 | PeterborovTorquayLeague Two · England | 4–0 | League Two · England |
| 1999-04-17 | HalifaxvBrightonLeague Two · England | 1–0 | League Two · England |
| 1999-04-14 | ScarboroughvDarlingtonLeague Two · England | 0–2 | League Two · England |
| 1999-04-13 | Leyton OrientvPlymouthLeague Two · England | 4–3 | League Two · England |
| 1999-04-13 | BrightonvShrewsburyLeague Two · England | 1–0 | League Two · England |
| 1999-04-13 | ExetervRotherhamLeague Two · England | 3–0 | League Two · England |
| 1999-04-13 | TorquayvBarnetLeague Two · England | 1–1 | League Two · England |
| 1999-04-13 | MansfieldvHalifaxLeague Two · England | 0–1 | League Two · England |
| 1999-04-13 | SwanseavHartlepoolLeague Two · England | 1–0 | League Two · England |
| 1999-04-13 | CarlislevHullLeague Two · England | 0–0 | League Two · England |
| 1999-04-13 | CambridgevRochdaleLeague Two · England | 1–1 | League Two · England |
| 1999-04-13 | ScunthorpevPeterboroLeague Two · England | 1–1 | League Two · England |
| 1999-04-13 | SouthendvCardiffLeague Two · England | 0–1 | League Two · England |
| 1999-04-13 | ChestervBrentfordLeague Two · England | 1–3 | League Two · England |
| 1999-04-10 | HartlepoolvChesterLeague Two · England | 2–0 | League Two · England |
| 1999-04-10 | MansfieldvSouthendLeague Two · England | 0–0 | League Two · England |
| 1999-04-10 | CambridgevHalifaxLeague Two · England | 4–0 | League Two · England |
| 1999-04-10 | RochdalevRotherhamLeague Two · England | 0–0 | League Two · England |
| 1999-04-10 | HullvExeterLeague Two · England | 2–1 | League Two · England |
| 1999-04-10 | ScunthorpevBrentfordLeague Two · England | 0–0 | League Two · England |
| 1999-04-10 | Leyton OrientvCardiffLeague Two · England | 1–1 | League Two · England |
| 1999-04-10 | CarlislevPeterboroLeague Two · England | 1–1 | League Two · England |
| 1999-04-10 | PlymouthvBrightonLeague Two · England | 1–2 | League Two · England |
| 1999-04-10 | DarlingtonvTorquayLeague Two · England | 0–2 | League Two · England |
| 1999-04-10 | BarnetvScarboroughLeague Two · England | 1–0 | League Two · England |
| 1999-04-09 | SwanseavShrewsburyLeague Two · England | 1–1 | League Two · England |
| 1999-04-06 | BrightonvCambridgeLeague Two · England | 1–3 | League Two · England |
| 1999-04-06 | ShrewsburyvHartlepoolLeague Two · England | 0–1 | League Two · England |
| 1999-04-05 | HalifaxvRochdaleLeague Two · England | 0–0 | League Two · England |
| 1999-04-05 | SouthendvScunthorpeLeague Two · England | 0–1 | League Two · England |
| 1999-04-05 | ScarboroughvCarlisleLeague Two · England | 3–0 | League Two · England |
| 1999-04-05 | ExetervLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 1999-04-05 | BrentfordvPlymouthLeague Two · England | 3–1 | League Two · England |
| 1999-04-05 | TorquayvMansfieldLeague Two · England | 0–0 | League Two · England |
| 1999-04-05 | PeterborovDarlingtonLeague Two · England | 0–1 | League Two · England |
| 1999-04-05 | CardiffvHullLeague Two · England | 1–1 | League Two · England |
| 1999-04-05 | ChestervBarnetLeague Two · England | 3–0 | League Two · England |
| 1999-04-05 | RotherhamvSwanseaLeague Two · England | 1–0 | League Two · England |
| 1999-04-03 | ScunthorpevExeterLeague Two · England | 2–0 | League Two · England |
| 1999-04-03 | SwanseavChesterLeague Two · England | 1–1 | League Two · England |
| 1999-04-03 | HartlepoolvBrentfordLeague Two · England | 0–1 | League Two · England |
| 1999-04-03 | CarlislevTorquayLeague Two · England | 3–0 | League Two · England |
| 1999-04-03 | Leyton OrientvSouthendLeague Two · England | 0–3 | League Two · England |
| 1999-04-03 | MansfieldvBrightonLeague Two · England | 2–0 | League Two · England |
| 1999-04-03 | PlymouthvShrewsburyLeague Two · England | 2–0 | League Two · England |
| 1999-04-03 | CambridgevCardiffLeague Two · England | 0–0 | League Two · England |
| 1999-04-03 | HullvScarboroughLeague Two · England | 1–1 | League Two · England |
| 1999-04-03 | BarnetvHalifaxLeague Two · England | 2–2 | League Two · England |
| 1999-04-03 | DarlingtonvRotherhamLeague Two · England | 1–2 | League Two · England |
| 1999-04-03 | RochdalevPeterboroLeague Two · England | 0–3 | League Two · England |