| 1996-12-21 | BarnetvChesterLeague Two · England | 1–2 | League Two · England |
| 1996-12-14 | ChestervDarlingtonLeague Two · England | 2–1 | League Two · England |
| 1996-12-03 | ChestervFulhamLeague Two · England | 1–1 | League Two · England |
| 1996-11-30 | HerefordvChesterLeague Two · England | 1–2 | League Two · England |
| 1996-11-26 | ChestervCardiffLeague Two · England | 0–1 | League Two · England |
| 1996-11-22 | ChestervColchesterLeague Two · England | 1–2 | League Two · England |
| 1996-11-09 | ChestervHullLeague Two · England | 0–0 | League Two · England |
| 1996-11-02 | DoncastervChesterLeague Two · England | 0–1 | League Two · England |
| 1996-10-29 | CarlislevChesterLeague Two · England | 3–1 | League Two · England |
| 1996-10-26 | ChestervHerefordLeague Two · England | 1–3 | League Two · England |
| 1996-10-19 | ChestervExeterLeague Two · England | 2–1 | League Two · England |
| 1996-10-15 | Leyton OrientvChesterLeague Two · England | 0–0 | League Two · England |
| 1996-10-12 | ScarboroughvChesterLeague Two · England | 0–0 | League Two · England |
| 1996-10-01 | ChestervNorthamptonLeague Two · England | 2–1 | League Two · England |
| 1996-09-28 | HartlepoolvChesterLeague Two · England | 2–0 | League Two · England |
| 1996-09-21 | ChestervScunthorpeLeague Two · England | 1–0 | League Two · England |
| 1996-09-14 | TorquayvChesterLeague Two · England | 0–0 | League Two · England |
| 1996-09-10 | RochdalevChesterLeague Two · England | 0–1 | League Two · England |
| 1996-09-07 | ChestervLincolnLeague Two · England | 4–1 | League Two · England |
| 1996-08-31 | WiganvChesterLeague Two · England | 4–2 | League Two · England |
| 1996-08-27 | ChestervSwanseaLeague Two · England | 2–0 | League Two · England |
| 1996-08-24 | ChestervCambridgeLeague Two · England | 1–1 | League Two · England |
| 1996-08-17 | BrightonvChesterLeague Two · England | 2–1 | League Two · England |
| 1996-05-04 | ChestervMansfieldLeague Two · England | 2–1 | League Two · England |
| 1996-04-27 | DarlingtonvChesterLeague Two · England | 3–1 | League Two · England |
| 1996-04-23 | ChestervNorthamptonLeague Two · England | 1–0 | League Two · England |
| 1996-04-20 | TorquayvChesterLeague Two · England | 1–1 | League Two · England |
| 1996-04-13 | ChestervRochdaleLeague Two · England | 1–2 | League Two · England |
| 1996-04-08 | FulhamvChesterLeague Two · England | 2–0 | League Two · England |
| 1996-04-06 | ChestervScarboroughLeague Two · England | 5–0 | League Two · England |
| 1996-04-02 | ChestervLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 1996-03-30 | DoncastervChesterLeague Two · England | 1–2 | League Two · England |
| 1996-03-26 | ChestervCambridgeLeague Two · England | 1–1 | League Two · England |
| 1996-03-23 | NorthamptonvChesterLeague Two · England | 1–0 | League Two · England |
| 1996-03-19 | ChestervWiganLeague Two · England | 0–0 | League Two · England |
| 1996-03-16 | ChestervExeterLeague Two · England | 2–2 | League Two · England |
| 1996-03-09 | BarnetvChesterLeague Two · England | 1–1 | League Two · England |
| 1996-03-02 | ChestervCardiffLeague Two · England | 4–0 | League Two · England |
| 1996-02-27 | ChestervColchesterLeague Two · England | 1–1 | League Two · England |
| 1996-02-24 | LincolnvChesterLeague Two · England | 0–0 | League Two · England |
| 1996-02-20 | HerefordvChesterLeague Two · England | 1–0 | League Two · England |
| 1996-02-17 | ChestervScunthorpeLeague Two · England | 3–0 | League Two · England |
| 1996-02-03 | PlymouthvChesterLeague Two · England | 4–2 | League Two · England |
| 1996-01-20 | HartlepoolvChesterLeague Two · England | 2–1 | League Two · England |
| 1996-01-13 | ChestervBuryLeague Two · England | 1–1 | League Two · England |
| 1996-01-09 | GillinghamvChesterLeague Two · England | 3–1 | League Two · England |
| 1996-01-06 | CambridgevChesterLeague Two · England | 1–1 | League Two · England |