| 2017-04-30 | Sheffield UnitedvChesterfieldLeague One · England | 3–2 | League One · England |
| 2017-04-22 | ChesterfieldvCharltonLeague One · England | 1–2 | League One · England |
| 2017-04-17 | ScunthorpevChesterfieldLeague One · England | 3–1 | League One · England |
| 2017-04-14 | ChesterfieldvSouthendLeague One · England | 0–4 | League One · England |
| 2017-04-08 | ChesterfieldvPort ValeLeague One · England | 1–0 | League One · England |
| 2017-04-01 | BoltonvChesterfieldLeague One · England | 0–0 | League One · England |
| 2017-03-25 | ChesterfieldvRochdaleLeague One · England | 1–3 | League One · England |
| 2017-03-18 | Bristol RvsvChesterfieldLeague One · England | 2–1 | League One · England |
| 2017-03-14 | ChesterfieldvPeterboroLeague One · England | 3–3 | League One · England |
| 2017-03-11 | ChesterfieldvShrewsburyLeague One · England | 1–1 | League One · England |
| 2017-03-07 | WalsallvChesterfieldLeague One · England | 1–0 | League One · England |
| 2017-03-04 | SwindonvChesterfieldLeague One · England | 0–1 | League One · England |
| 2017-02-25 | ChesterfieldvOxfordLeague One · England | 0–4 | League One · England |
| 2017-02-21 | MillwallvChesterfieldLeague One · England | 0–0 | League One · England |
| 2017-02-18 | ChesterfieldvBuryLeague One · England | 1–2 | League One · England |
| 2017-02-14 | GillinghamvChesterfieldLeague One · England | 1–1 | League One · England |
| 2017-02-11 | NorthamptonvChesterfieldLeague One · England | 3–1 | League One · England |
| 2017-02-04 | ChesterfieldvOldhamLeague One · England | 0–1 | League One · England |
| 2017-01-21 | ChesterfieldvAFC WimbledonLeague One · England | 0–0 | League One · England |
| 2017-01-14 | ChesterfieldvCoventryLeague One · England | 1–0 | League One · England |
| 2017-01-07 | BradfordvChesterfieldLeague One · England | 2–0 | League One · England |
| 2017-01-02 | ChesterfieldvMilton Keynes DonsLeague One · England | 0–0 | League One · England |