| 1999-04-05 | ScarboroughvCarlisleLeague Two · England | 3–0 | League Two · England |
| 1999-04-03 | HullvScarboroughLeague Two · England | 1–1 | League Two · England |
| 1999-03-26 | ScarboroughvRochdaleLeague Two · England | 1–0 | League Two · England |
| 1999-03-20 | TorquayvScarboroughLeague Two · England | 0–1 | League Two · England |
| 1999-03-13 | ScarboroughvRotherhamLeague Two · England | 0–4 | League Two · England |
| 1999-03-09 | ChestervScarboroughLeague Two · England | 1–3 | League Two · England |
| 1999-02-27 | BrentfordvScarboroughLeague Two · England | 1–1 | League Two · England |
| 1999-02-20 | ScarboroughvSwanseaLeague Two · England | 2–1 | League Two · England |
| 1999-02-13 | ShrewsburyvScarboroughLeague Two · England | 3–1 | League Two · England |
| 1999-02-06 | ScarboroughvCambridgeLeague Two · England | 1–5 | League Two · England |
| 1999-01-30 | ScunthorpevScarboroughLeague Two · England | 5–1 | League Two · England |
| 1999-01-23 | BrightonvScarboroughLeague Two · England | 1–0 | League Two · England |
| 1999-01-16 | ScarboroughvExeterLeague Two · England | 1–0 | League Two · England |
| 1999-01-09 | SouthendvScarboroughLeague Two · England | 1–0 | League Two · England |
| 1998-12-28 | ScarboroughvScunthorpeLeague Two · England | 1–4 | League Two · England |
| 1998-12-26 | MansfieldvScarboroughLeague Two · England | 3–2 | League Two · England |
| 1998-12-19 | PeterborovScarboroughLeague Two · England | 3–1 | League Two · England |
| 1998-12-12 | ScarboroughvHalifaxLeague Two · England | 1–0 | League Two · England |
| 1998-11-28 | DarlingtonvScarboroughLeague Two · England | 3–0 | League Two · England |
| 1998-11-21 | ScarboroughvHartlepoolLeague Two · England | 1–2 | League Two · England |
| 1998-11-17 | RochdalevScarboroughLeague Two · England | 0–1 | League Two · England |
| 1998-11-10 | CardiffvScarboroughLeague Two · England | 1–0 | League Two · England |
| 1998-11-07 | RotherhamvScarboroughLeague Two · England | 4–0 | League Two · England |
| 1998-10-31 | ScarboroughvTorquayLeague Two · England | 1–1 | League Two · England |
| 1998-10-21 | ScarboroughvBarnetLeague Two · England | 0–0 | League Two · England |
| 1998-10-17 | ScarboroughvHullLeague Two · England | 1–2 | League Two · England |
| 1998-10-09 | CarlislevScarboroughLeague Two · England | 1–0 | League Two · England |
| 1998-10-03 | ScarboroughvChesterLeague Two · England | 2–4 | League Two · England |
| 1998-09-27 | PlymouthvScarboroughLeague Two · England | 0–0 | League Two · England |
| 1998-09-19 | ScarboroughvBrentfordLeague Two · England | 3–1 | League Two · England |
| 1998-09-12 | SwanseavScarboroughLeague Two · England | 2–0 | League Two · England |
| 1998-09-09 | ScarboroughvShrewsburyLeague Two · England | 2–0 | League Two · England |
| 1998-09-05 | CambridgevScarboroughLeague Two · England | 2–3 | League Two · England |
| 1998-08-31 | ScarboroughvBrightonLeague Two · England | 1–2 | League Two · England |
| 1998-08-29 | Leyton OrientvScarboroughLeague Two · England | 0–3 | League Two · England |
| 1998-08-22 | ScarboroughvMansfieldLeague Two · England | 2–3 | League Two · England |
| 1998-08-15 | ExetervScarboroughLeague Two · England | 1–0 | League Two · England |
| 1998-08-08 | ScarboroughvSouthendLeague Two · England | 1–2 | League Two · England |
| 1998-05-02 | ChestervScarboroughLeague Two · England | 1–1 | League Two · England |
| 1998-04-25 | ScarboroughvShrewsburyLeague Two · England | 0–0 | League Two · England |
| 1998-04-18 | BarnetvScarboroughLeague Two · England | 1–1 | League Two · England |
| 1998-04-13 | ScarboroughvScunthorpeLeague Two · England | 0–0 | League Two · England |
| 1998-04-11 | RochdalevScarboroughLeague Two · England | 4–0 | League Two · England |
| 1998-04-03 | ScarboroughvCardiffLeague Two · England | 3–1 | League Two · England |
| 1998-03-29 | RotherhamvScarboroughLeague Two · England | 0–0 | League Two · England |
| 1998-03-21 | SwanseavScarboroughLeague Two · England | 0–0 | League Two · England |
| 1998-03-14 | ScarboroughvLeyton OrientLeague Two · England | 2–0 | League Two · England |
| 1998-03-10 | DoncastervScarboroughLeague Two · England | 1–2 | League Two · England |
| 1998-03-03 | ScarboroughvMansfieldLeague Two · England | 2–2 | League Two · England |
| 1998-02-28 | ScarboroughvHullLeague Two · England | 2–1 | League Two · England |