| 2002-10-18 | ColchestervChesterfieldLeague One · England | 2–0 | League One · England |
| 2002-10-12 | ChesterfieldvTranmereLeague One · England | 1–0 | League One · England |
| 2002-10-05 | Bristol CityvChesterfieldLeague One · England | 4–0 | League One · England |
| 2002-09-28 | ChesterfieldvBlackpoolLeague One · England | 1–0 | League One · England |
| 2002-09-21 | PlymouthvChesterfieldLeague One · England | 0–1 | League One · England |
| 2002-09-17 | ChesterfieldvStockportLeague One · England | 1–0 | League One · England |
| 2002-09-14 | ChesterfieldvWiganLeague One · England | 0–0 | League One · England |
| 2002-09-07 | CrewevChesterfieldLeague One · England | 0–0 | League One · England |
| 2002-08-31 | LutonvChesterfieldLeague One · England | 3–0 | League One · England |
| 2002-08-27 | ChesterfieldvNorthamptonLeague One · England | 4–0 | League One · England |
| 2002-08-24 | MansfieldvChesterfieldLeague One · England | 0–2 | League One · England |
| 2002-08-17 | ChesterfieldvPort ValeLeague One · England | 2–1 | League One · England |
| 2002-08-13 | ChesterfieldvSwindonLeague One · England | 2–4 | League One · England |
| 2002-08-10 | QPRvChesterfieldLeague One · England | 3–1 | League One · England |
| 2002-04-20 | ChesterfieldvBlackpoolLeague One · England | 2–1 | League One · England |
| 2002-04-13 | BournemouthvChesterfieldLeague One · England | 3–1 | League One · England |
| 2002-04-06 | ChesterfieldvWiganLeague One · England | 1–2 | League One · England |
| 2002-04-02 | CambridgevChesterfieldLeague One · England | 4–1 | League One · England |
| 2002-03-30 | ChesterfieldvCardiffLeague One · England | 0–2 | League One · England |
| 2002-03-23 | StokevChesterfieldLeague One · England | 1–0 | League One · England |
| 2002-03-19 | ChesterfieldvBristol CityLeague One · England | 2–1 | League One · England |
| 2002-03-16 | ChesterfieldvReadingLeague One · England | 0–2 | League One · England |
| 2002-03-12 | BrentfordvChesterfieldLeague One · England | 0–0 | League One · England |
| 2002-03-09 | QPRvChesterfieldLeague One · England | 0–0 | League One · England |
| 2002-03-05 | ChesterfieldvHuddersfieldLeague One · England | 1–1 | League One · England |
| 2002-03-02 | WrexhamvChesterfieldLeague One · England | 0–1 | League One · England |
| 2002-02-26 | SwindonvChesterfieldLeague One · England | 2–1 | League One · England |
| 2002-02-23 | ChesterfieldvNorthamptonLeague One · England | 2–2 | League One · England |
| 2002-02-16 | Port ValevChesterfieldLeague One · England | 4–1 | League One · England |
| 2002-02-12 | ChesterfieldvWycombeLeague One · England | 0–1 | League One · England |
| 2002-02-09 | ChesterfieldvBuryLeague One · England | 2–0 | League One · England |
| 2002-02-05 | PeterborovChesterfieldLeague One · England | 1–1 | League One · England |
| 2002-02-02 | TranmerevChesterfieldLeague One · England | 0–0 | League One · England |
| 2002-01-21 | ChesterfieldvBrightonLeague One · England | 1–2 | League One · England |
| 2002-01-19 | ColchestervChesterfieldLeague One · England | 1–2 | League One · England |
| 2002-01-12 | ChesterfieldvOldhamLeague One · England | 4–2 | League One · England |
| 2001-12-29 | ChesterfieldvNotts CountyLeague One · England | 2–1 | League One · England |
| 2001-12-21 | BrightonvChesterfieldLeague One · England | 2–2 | League One · England |
| 2001-12-15 | ChesterfieldvQPRLeague One · England | 2–3 | League One · England |
| 2001-12-01 | ReadingvChesterfieldLeague One · England | 0–1 | League One · England |
| 2001-11-24 | ChesterfieldvBournemouthLeague One · England | 2–1 | League One · England |
| 2001-11-20 | WiganvChesterfieldLeague One · England | 1–1 | League One · England |
| 2001-11-10 | CardiffvChesterfieldLeague One · England | 2–1 | League One · England |
| 2001-11-03 | ChesterfieldvCambridgeLeague One · England | 2–0 | League One · England |
| 2001-10-27 | BlackpoolvChesterfieldLeague One · England | 1–0 | League One · England |
| 2001-10-23 | ChesterfieldvStokeLeague One · England | 1–2 | League One · England |
| 2001-10-20 | BuryvChesterfieldLeague One · England | 2–1 | League One · England |
| 2001-10-13 | ChesterfieldvPort ValeLeague One · England | 1–1 | League One · England |
| 2001-10-05 | Bristol CityvChesterfieldLeague One · England | 3–0 | League One · England |
| 2001-09-29 | ChesterfieldvTranmereLeague One · England | 0–2 | League One · England |