| 2007-02-03 | ChesterfieldvBournemouthLeague One · England | 0–1 | League One · England |
| 2007-01-27 | HuddersfieldvChesterfieldLeague One · England | 1–1 | League One · England |
| 2007-01-20 | ChesterfieldvBrightonLeague One · England | 0–1 | League One · England |
| 2007-01-13 | RotherhamvChesterfieldLeague One · England | 0–1 | League One · England |
| 2007-01-01 | ChesterfieldvBlackpoolLeague One · England | 2–0 | League One · England |
| 2006-12-30 | BrentfordvChesterfieldLeague One · England | 2–1 | League One · England |
| 2006-12-26 | ScunthorpevChesterfieldLeague One · England | 1–0 | League One · England |
| 2006-12-23 | ChesterfieldvHuddersfieldLeague One · England | 0–0 | League One · England |
| 2006-12-16 | BradfordvChesterfieldLeague One · England | 1–0 | League One · England |
| 2006-12-09 | ChesterfieldvOldhamLeague One · England | 2–1 | League One · England |
| 2006-12-06 | ChesterfieldvNorthamptonLeague One · England | 0–0 | League One · England |
| 2006-11-25 | CrewevChesterfieldLeague One · England | 2–2 | League One · England |
| 2006-11-18 | ChesterfieldvCheltenhamLeague One · England | 1–0 | League One · England |
| 2006-11-04 | GillinghamvChesterfieldLeague One · England | 2–1 | League One · England |
| 2006-10-28 | ChesterfieldvYeovilLeague One · England | 1–1 | League One · England |
| 2006-10-21 | DoncastervChesterfieldLeague One · England | 1–0 | League One · England |
| 2006-10-14 | ChesterfieldvSwanseaLeague One · England | 2–3 | League One · England |
| 2006-10-07 | Leyton OrientvChesterfieldLeague One · England | 0–0 | League One · England |
| 2006-09-30 | BrightonvChesterfieldLeague One · England | 1–2 | League One · England |
| 2006-09-27 | ChesterfieldvScunthorpeLeague One · England | 0–1 | League One · England |
| 2006-09-23 | ChesterfieldvBrentfordLeague One · England | 3–1 | League One · England |
| 2006-09-16 | Bristol CityvChesterfieldLeague One · England | 3–1 | League One · England |
| 2006-09-12 | BlackpoolvChesterfieldLeague One · England | 1–1 | League One · England |
| 2006-09-09 | ChesterfieldvRotherhamLeague One · England | 2–1 | League One · England |
| 2006-09-02 | Nott'm ForestvChesterfieldLeague One · England | 4–0 | League One · England |
| 2006-08-26 | ChesterfieldvTranmereLeague One · England | 0–2 | League One · England |
| 2006-08-19 | Port ValevChesterfieldLeague One · England | 3–2 | League One · England |
| 2006-08-12 | ChesterfieldvMillwallLeague One · England | 5–1 | League One · England |
| 2006-08-09 | ChesterfieldvCarlisleLeague One · England | 0–0 | League One · England |
| 2006-08-05 | BournemouthvChesterfieldLeague One · England | 0–3 | League One · England |
| 2006-05-06 | ChesterfieldvSwanseaLeague One · England | 0–4 | League One · England |
| 2006-04-29 | Port ValevChesterfieldLeague One · England | 3–1 | League One · England |
| 2006-04-22 | ChesterfieldvMilton Keynes DonsLeague One · England | 1–2 | League One · England |
| 2006-04-18 | HuddersfieldvChesterfieldLeague One · England | 1–2 | League One · England |
| 2006-04-15 | ChesterfieldvColchesterLeague One · England | 2–2 | League One · England |
| 2006-04-08 | BarnsleyvChesterfieldLeague One · England | 1–1 | League One · England |
| 2006-04-01 | ChesterfieldvNott'm ForestLeague One · England | 1–3 | League One · England |
| 2006-03-25 | SwindonvChesterfieldLeague One · England | 2–0 | League One · England |
| 2006-03-18 | ChesterfieldvScunthorpeLeague One · England | 1–2 | League One · England |
| 2006-03-11 | TranmerevChesterfieldLeague One · England | 4–1 | League One · England |
| 2006-03-04 | ChesterfieldvYeovilLeague One · England | 0–3 | League One · England |
| 2006-02-25 | RotherhamvChesterfieldLeague One · England | 0–4 | League One · England |
| 2006-02-18 | ChesterfieldvSouthendLeague One · England | 3–4 | League One · England |
| 2006-02-15 | ChesterfieldvDoncasterLeague One · England | 0–1 | League One · England |
| 2006-02-10 | HartlepoolvChesterfieldLeague One · England | 1–0 | League One · England |
| 2006-02-04 | ChesterfieldvGillinghamLeague One · England | 1–1 | League One · England |
| 2006-01-28 | BournemouthvChesterfieldLeague One · England | 1–2 | League One · England |
| 2006-01-21 | ChesterfieldvWalsallLeague One · England | 2–2 | League One · England |
| 2006-01-14 | DoncastervChesterfieldLeague One · England | 1–1 | League One · England |
| 2006-01-07 | ChesterfieldvBradfordLeague One · England | 1–0 | League One · England |