| 2013-12-29 | ChesterfieldvDag and RedLeague Two · England | 1–1 | League Two · England |
| 2013-12-26 | ChesterfieldvHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2013-12-20 | ExetervChesterfieldLeague Two · England | 0–2 | League Two · England |
| 2013-12-14 | ChesterfieldvPlymouthLeague Two · England | 2–0 | League Two · England |
| 2013-12-01 | Newport CountyvChesterfieldLeague Two · England | 3–2 | League Two · England |
| 2013-11-26 | ChesterfieldvNorthamptonLeague Two · England | 0–0 | League Two · England |
| 2013-11-23 | ChesterfieldvWycombeLeague Two · England | 2–0 | League Two · England |
| 2013-11-16 | TorquayvChesterfieldLeague Two · England | 0–2 | League Two · England |
| 2013-11-02 | ChesterfieldvScunthorpeLeague Two · England | 1–1 | League Two · England |
| 2013-10-26 | Bristol RvsvChesterfieldLeague Two · England | 0–0 | League Two · England |
| 2013-10-22 | ChesterfieldvYorkLeague Two · England | 2–2 | League Two · England |
| 2013-10-19 | ChesterfieldvBurtonLeague Two · England | 0–2 | League Two · England |
| 2013-10-12 | Fleetwood TownvChesterfieldLeague Two · England | 1–1 | League Two · England |
| 2013-10-05 | MorecambevChesterfieldLeague Two · England | 4–3 | League Two · England |
| 2013-09-28 | ChesterfieldvMansfieldLeague Two · England | 0–1 | League Two · England |
| 2013-09-21 | OxfordvChesterfieldLeague Two · England | 0–1 | League Two · England |
| 2013-09-14 | ChesterfieldvAFC WimbledonLeague Two · England | 2–0 | League Two · England |
| 2013-09-07 | ChesterfieldvAccringtonLeague Two · England | 1–0 | League Two · England |
| 2013-08-31 | PortsmouthvChesterfieldLeague Two · England | 0–2 | League Two · England |
| 2013-08-24 | ChesterfieldvSouthendLeague Two · England | 2–1 | League Two · England |
| 2013-08-17 | RochdalevChesterfieldLeague Two · England | 2–2 | League Two · England |
| 2013-08-10 | ChesterfieldvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2013-08-03 | BuryvChesterfieldLeague Two · England | 0–2 | League Two · England |
| 2013-04-27 | ChesterfieldvExeterLeague Two · England | 4–0 | League Two · England |
| 2013-04-20 | Fleetwood TownvChesterfieldLeague Two · England | 1–3 | League Two · England |
| 2013-04-16 | ChesterfieldvPlymouthLeague Two · England | 1–2 | League Two · England |
| 2013-04-13 | ChesterfieldvBradfordLeague Two · England | 2–2 | League Two · England |
| 2013-04-06 | BarnetvChesterfieldLeague Two · England | 0–2 | League Two · England |
| 2013-04-01 | ChesterfieldvPort ValeLeague Two · England | 2–2 | League Two · England |
| 2013-03-30 | BurtonvChesterfieldLeague Two · England | 0–1 | League Two · England |
| 2013-03-19 | TorquayvChesterfieldLeague Two · England | 2–1 | League Two · England |
| 2013-03-16 | OxfordvChesterfieldLeague Two · England | 0–1 | League Two · England |
| 2013-03-09 | ChesterfieldvBristol RvsLeague Two · England | 2–0 | League Two · England |
| 2013-03-05 | CheltenhamvChesterfieldLeague Two · England | 1–0 | League Two · England |
| 2013-03-02 | Dag and RedvChesterfieldLeague Two · England | 0–1 | League Two · England |
| 2013-02-26 | ChesterfieldvAldershotLeague Two · England | 0–0 | League Two · England |
| 2013-02-23 | ChesterfieldvGillinghamLeague Two · England | 0–1 | League Two · England |
| 2013-02-16 | RotherhamvChesterfieldLeague Two · England | 1–0 | League Two · England |
| 2013-02-09 | ChesterfieldvAFC WimbledonLeague Two · England | 2–0 | League Two · England |
| 2013-02-02 | RochdalevChesterfieldLeague Two · England | 1–1 | League Two · England |
| 2013-01-26 | ChesterfieldvSouthendLeague Two · England | 0–1 | League Two · England |
| 2013-01-12 | ChesterfieldvNorthamptonLeague Two · England | 3–0 | League Two · England |
| 2013-01-05 | WycombevChesterfieldLeague Two · England | 2–1 | League Two · England |
| 2013-01-01 | AccringtonvChesterfieldLeague Two · England | 1–0 | League Two · England |