| 1995-05-06 | SwanseavChesterLeague One · England | 0–1 | League One · England |
| 1995-04-29 | ChestervLeyton OrientLeague One · England | 1–0 | League One · England |
| 1995-04-22 | WycombevChesterLeague One · England | 3–1 | League One · England |
| 1995-04-17 | ChestervCreweLeague One · England | 0–1 | League One · England |
| 1995-04-15 | BrentfordvChesterLeague One · England | 1–1 | League One · England |
| 1995-04-08 | ChestervBristol RvsLeague One · England | 0–0 | League One · England |
| 1995-04-01 | CardiffvChesterLeague One · England | 2–1 | League One · England |
| 1995-03-28 | ChestervHullLeague One · England | 1–2 | League One · England |
| 1995-03-25 | ChestervBournemouthLeague One · England | 1–1 | League One · England |
| 1995-03-22 | BrightonvChesterLeague One · England | 1–0 | League One · England |
| 1995-03-18 | ChestervCambridgeLeague One · England | 1–3 | League One · England |
| 1995-03-11 | HuddersfieldvChesterLeague One · England | 5–1 | League One · England |
| 1995-03-04 | ChestervPlymouthLeague One · England | 1–0 | League One · England |
| 1995-02-25 | OxfordvChesterLeague One · England | 1–0 | League One · England |
| 1995-02-21 | BlackpoolvChesterLeague One · England | 3–1 | League One · England |
| 1995-02-18 | ChestervShrewsburyLeague One · England | 1–3 | League One · England |
| 1995-02-14 | WrexhamvChesterLeague One · England | 2–2 | League One · England |
| 1995-02-11 | StockportvChesterLeague One · England | 2–2 | League One · England |
| 1995-02-04 | ChestervRotherhamLeague One · England | 4–4 | League One · England |
| 1995-02-01 | ChestervWycombeLeague One · England | 0–2 | League One · England |
| 1995-01-28 | ChestervPeterboroLeague One · England | 1–1 | League One · England |
| 1995-01-14 | ShrewsburyvChesterLeague One · England | 1–0 | League One · England |
| 1995-01-07 | ChestervYorkLeague One · England | 0–4 | League One · England |