| 2024-12-29 | BradfordvChesterfieldLeague Two · England | 2–1 | League Two · England |
| 2024-12-26 | Fleetwood TownvChesterfieldLeague Two · England | 2–0 | League Two · England |
| 2024-12-21 | ChesterfieldvAFC WimbledonLeague Two · England | 1–0 | League Two · England |
| 2024-12-14 | CarlislevChesterfieldLeague Two · England | 0–2 | League Two · England |
| 2024-12-07 | ChesterfieldvTranmereLeague Two · England | 3–0 | League Two · England |
| 2024-12-03 | Milton Keynes DonsvChesterfieldLeague Two · England | 3–0 | League Two · England |
| 2024-11-23 | ChesterfieldvBarrowLeague Two · England | 1–0 | League Two · England |
| 2024-11-16 | HarrogatevChesterfieldLeague Two · England | 2–1 | League Two · England |
| 2024-11-09 | ChesterfieldvAccringtonLeague Two · England | 0–3 | League Two · England |
| 2024-10-26 | MorecambevChesterfieldLeague Two · England | 2–5 | League Two · England |
| 2024-10-22 | ChesterfieldvColchesterLeague Two · England | 1–1 | League Two · England |
| 2024-10-18 | Newport CountyvChesterfieldLeague Two · England | 0–3 | League Two · England |
| 2024-10-12 | ChesterfieldvNotts CountyLeague Two · England | 2–2 | League Two · England |
| 2024-10-05 | ChesterfieldvWalsallLeague Two · England | 2–2 | League Two · England |
| 2024-10-01 | BromleyvChesterfieldLeague Two · England | 2–2 | League Two · England |
| 2024-09-28 | DoncastervChesterfieldLeague Two · England | 0–3 | League Two · England |
| 2024-09-21 | ChesterfieldvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2024-09-14 | Port ValevChesterfieldLeague Two · England | 1–0 | League Two · England |
| 2024-09-07 | ChesterfieldvGrimsbyLeague Two · England | 2–1 | League Two · England |
| 2024-08-31 | GillinghamvChesterfieldLeague Two · England | 1–0 | League Two · England |
| 2024-08-24 | ChesterfieldvSalfordLeague Two · England | 1–1 | League Two · England |
| 2024-08-17 | CrewevChesterfieldLeague Two · England | 0–5 | League Two · England |
| 2024-08-09 | ChesterfieldvSwindonLeague Two · England | 1–1 | League Two · England |
| 2024-04-20 | ChesterfieldvMaidenheadNational League · England | 3–2 | National League · England |
| 2024-04-15 | GatesheadvChesterfieldNational League · England | 2–1 | National League · England |
| 2024-04-13 | WealdstonevChesterfieldNational League · England | 1–0 | National League · England |
| 2024-04-01 | ChesterfieldvKidderminsterNational League · England | 1–3 | National League · England |
| 2024-03-29 | YorkvChesterfieldNational League · England | 2–1 | National League · England |
| 2024-03-23 | ChesterfieldvBoreham WoodNational League · England | 3–0 | National League · England |
| 2024-03-20 | HalifaxvChesterfieldNational League · England | 4–2 | National League · England |
| 2024-03-16 | OldhamvChesterfieldNational League · England | 2–2 | National League · England |
| 2024-03-12 | ChesterfieldvOxford CityNational League · England | 2–0 | National League · England |
| 2024-03-09 | ChesterfieldvFyldeNational League · England | 4–1 | National League · England |
| 2024-03-02 | DorkingvChesterfieldNational League · England | 4–1 | National League · England |
| 2024-02-27 | BarnetvChesterfieldNational League · England | 0–2 | National League · England |
| 2024-02-24 | ChesterfieldvRochdaleNational League · England | 2–2 | National League · England |
| 2024-02-17 | BromleyvChesterfieldNational League · England | 4–3 | National League · England |
| 2024-02-10 | ChesterfieldvEbbsfleetNational League · England | 2–2 | National League · England |
| 2024-02-06 | Dag and RedvChesterfieldNational League · England | 1–2 | National League · England |
| 2024-02-03 | EastleighvChesterfieldNational League · England | 1–3 | National League · England |
| 2024-01-27 | ChesterfieldvSouthendNational League · England | 3–0 | National League · England |
| 2024-01-23 | ChesterfieldvWokingNational League · England | 1–0 | National League · England |
| 2024-01-16 | ChesterfieldvAltrinchamNational League · England | 2–1 | National League · England |
| 2024-01-10 | ChesterfieldvGatesheadNational League · England | 5–0 | National League · England |
| 2024-01-01 | ChesterfieldvSolihullNational League · England | 3–2 | National League · England |