| 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 |
| 2023-12-26 | SolihullvChesterfieldNational League · England | 2–0 | National League · England |
| 2023-12-23 | ChesterfieldvAldershotNational League · England | 4–1 | National League · England |
| 2023-12-16 | HartlepoolvChesterfieldNational League · England | 0–1 | National League · England |
| 2023-11-25 | ChesterfieldvEastleighNational League · England | 3–2 | National League · England |
| 2023-11-21 | WokingvChesterfieldNational League · England | 0–2 | National League · England |
| 2023-11-18 | SouthendvChesterfieldNational League · England | 2–1 | National League · England |
| 2023-11-11 | ChesterfieldvBarnetNational League · England | 4–2 | National League · England |
| 2023-10-28 | KidderminstervChesterfieldNational League · England | 1–3 | National League · England |
| 2023-10-24 | ChesterfieldvYorkNational League · England | 4–0 | National League · England |
| 2023-10-07 | Boreham WoodvChesterfieldNational League · England | 0–2 | National League · England |
| 2023-10-03 | ChesterfieldvBromleyNational League · England | 2–0 | National League · England |
| 2023-09-30 | MaidenheadvChesterfieldNational League · England | 1–1 | National League · England |
| 2023-09-26 | RochdalevChesterfieldNational League · England | 1–2 | National League · England |
| 2023-09-23 | ChesterfieldvWealdstoneNational League · England | 3–2 | National League · England |
| 2023-09-19 | ChesterfieldvHalifaxNational League · England | 3–2 | National League · England |
| 2023-09-16 | EbbsfleetvChesterfieldNational League · England | 0–1 | National League · England |
| 2023-09-09 | ChesterfieldvDag and RedNational League · England | 3–1 | National League · England |
| 2023-09-02 | AldershotvChesterfieldNational League · England | 3–4 | National League · England |
| 2023-08-28 | ChesterfieldvHartlepoolNational League · England | 3–2 | National League · England |
| 2023-08-26 | AltrinchamvChesterfieldNational League · England | 2–1 | National League · England |
| 2023-08-19 | ChesterfieldvOldhamNational League · England | 1–1 | National League · England |
| 2023-08-15 | Oxford CityvChesterfieldNational League · England | 1–2 | National League · England |
| 2023-08-12 | FyldevChesterfieldNational League · England | 2–4 | National League · England |
| 2023-08-05 | ChesterfieldvDorkingNational League · England | 4–3 | National League · England |
| 2023-04-29 | ChesterfieldvMaidstoneNational League · England | 4–0 | National League · England |
| 2023-04-22 | BromleyvChesterfieldNational League · England | 2–0 | National League · England |
| 2023-04-18 | ChesterfieldvTorquayNational League · England | 5–1 | National League · England |
| 2023-04-15 | ChesterfieldvEastleighNational League · England | 3–2 | National League · England |