| 1999-12-28 | RochdalevShrewsburyLeague Two · England | 2–1 | League Two · England |
| 1999-12-26 | CarlislevRochdaleLeague Two · England | 1–2 | League Two · England |
| 1999-12-10 | BrightonvRochdaleLeague Two · England | 3–4 | League Two · England |
| 1999-12-04 | RochdalevCheltenhamLeague Two · England | 0–0 | League Two · England |
| 1999-11-27 | LincolnvRochdaleLeague Two · England | 1–1 | League Two · England |
| 1999-11-23 | Leyton OrientvRochdaleLeague Two · England | 0–0 | League Two · England |
| 1999-11-14 | RochdalevMansfieldLeague Two · England | 2–1 | League Two · England |
| 1999-11-06 | TorquayvRochdaleLeague Two · England | 1–0 | League Two · England |
| 1999-11-02 | RochdalevHullLeague Two · England | 0–2 | League Two · England |
| 1999-10-22 | SwanseavRochdaleLeague Two · England | 1–0 | League Two · England |
| 1999-10-19 | RochdalevMacclesfieldLeague Two · England | 0–1 | League Two · England |
| 1999-10-16 | RochdalevPlymouthLeague Two · England | 0–0 | League Two · England |
| 1999-10-09 | BarnetvRochdaleLeague Two · England | 1–0 | League Two · England |
| 1999-10-02 | NorthamptonvRochdaleLeague Two · England | 0–1 | League Two · England |
| 1999-09-25 | RochdalevSwanseaLeague Two · England | 0–0 | League Two · England |
| 1999-09-18 | RotherhamvRochdaleLeague Two · England | 0–1 | League Two · England |
| 1999-09-11 | RochdalevDarlingtonLeague Two · England | 0–0 | League Two · England |
| 1999-09-03 | RochdalevHalifaxLeague Two · England | 0–1 | League Two · England |
| 1999-08-30 | ChestervRochdaleLeague Two · England | 0–2 | League Two · England |
| 1999-08-28 | RochdalevExeterLeague Two · England | 0–2 | League Two · England |
| 1999-08-21 | YorkvRochdaleLeague Two · England | 0–3 | League Two · England |
| 1999-08-14 | RochdalevSouthendLeague Two · England | 2–0 | League Two · England |
| 1999-08-07 | CheltenhamvRochdaleLeague Two · England | 0–2 | League Two · England |
| 1999-05-08 | BrightonvRochdaleLeague Two · England | 1–1 | League Two · England |
| 1999-05-01 | RochdalevSwanseaLeague Two · England | 0–3 | League Two · England |
| 1999-04-27 | RochdalevCambridgeLeague Two · England | 0–2 | League Two · England |
| 1999-04-24 | ExetervRochdaleLeague Two · England | 2–1 | League Two · England |
| 1999-04-17 | RochdalevChesterLeague Two · England | 3–1 | League Two · England |
| 1999-04-13 | CambridgevRochdaleLeague Two · England | 1–1 | League Two · England |
| 1999-04-10 | RochdalevRotherhamLeague Two · England | 0–0 | League Two · England |
| 1999-04-05 | HalifaxvRochdaleLeague Two · England | 0–0 | League Two · England |
| 1999-04-03 | RochdalevPeterboroLeague Two · England | 0–3 | League Two · England |
| 1999-03-30 | RochdalevSouthendLeague Two · England | 1–0 | League Two · England |
| 1999-03-26 | ScarboroughvRochdaleLeague Two · England | 1–0 | League Two · England |
| 1999-03-20 | RochdalevBarnetLeague Two · England | 0–0 | League Two · England |
| 1999-03-13 | MansfieldvRochdaleLeague Two · England | 3–1 | League Two · England |
| 1999-03-06 | Leyton OrientvRochdaleLeague Two · England | 3–0 | League Two · England |
| 1999-02-27 | RochdalevCardiffLeague Two · England | 1–1 | League Two · England |
| 1999-02-20 | ScunthorpevRochdaleLeague Two · England | 0–1 | League Two · England |
| 1999-02-12 | RochdalevHullLeague Two · England | 3–0 | League Two · England |
| 1999-02-06 | ShrewsburyvRochdaleLeague Two · England | 3–2 | League Two · England |
| 1999-01-30 | RochdalevHartlepoolLeague Two · England | 0–1 | League Two · England |
| 1999-01-23 | RochdalevBrentfordLeague Two · England | 2–0 | League Two · England |
| 1999-01-16 | TorquayvRochdaleLeague Two · England | 2–1 | League Two · England |
| 1999-01-09 | RochdalevPlymouthLeague Two · England | 1–1 | League Two · England |
| 1999-01-02 | DarlingtonvRochdaleLeague Two · England | 3–0 | League Two · England |