| 2025-04-10 | CrewevCheltenhamLeague Two · England | 2–3 | League Two · England |
| 2025-04-05 | CheltenhamvDoncasterLeague Two · England | 0–2 | League Two · England |
| 2025-04-01 | MorecambevCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2025-03-28 | TranmerevCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2025-03-22 | CheltenhamvMilton Keynes DonsLeague Two · England | 0–1 | League Two · England |
| 2025-03-15 | SwindonvCheltenhamLeague Two · England | 3–3 | League Two · England |
| 2025-03-11 | AFC WimbledonvCheltenhamLeague Two · England | 1–2 | League Two · England |
| 2025-03-08 | CheltenhamvColchesterLeague Two · England | 0–1 | League Two · England |
| 2025-03-04 | BradfordvCheltenhamLeague Two · England | 3–0 | League Two · England |
| 2025-03-01 | CheltenhamvGrimsbyLeague Two · England | 1–1 | League Two · England |
| 2025-02-25 | CheltenhamvWalsallLeague Two · England | 2–2 | League Two · England |
| 2025-02-22 | Newport CountyvCheltenhamLeague Two · England | 0–3 | League Two · England |
| 2025-02-15 | CheltenhamvBarrowLeague Two · England | 3–2 | League Two · England |
| 2025-02-08 | Fleetwood TownvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2025-02-01 | CheltenhamvChesterfieldLeague Two · England | 1–0 | League Two · England |
| 2025-01-28 | AccringtonvCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2025-01-25 | CheltenhamvSalfordLeague Two · England | 2–1 | League Two · England |
| 2025-01-17 | HarrogatevCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2025-01-01 | Port ValevCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2024-12-29 | CheltenhamvNotts CountyLeague Two · England | 3–5 | League Two · England |
| 2024-12-26 | CheltenhamvCreweLeague Two · England | 2–1 | League Two · England |
| 2024-12-20 | GillinghamvCheltenhamLeague Two · England | 2–2 | League Two · England |
| 2024-12-14 | CheltenhamvMorecambeLeague Two · England | 2–0 | League Two · England |
| 2024-12-07 | DoncastervCheltenhamLeague Two · England | 2–2 | League Two · England |
| 2024-12-03 | CheltenhamvPort ValeLeague Two · England | 1–1 | League Two · England |
| 2024-11-22 | CheltenhamvTranmereLeague Two · England | 1–0 | League Two · England |
| 2024-11-16 | Milton Keynes DonsvCheltenhamLeague Two · England | 3–2 | League Two · England |
| 2024-11-09 | CheltenhamvBromleyLeague Two · England | 1–1 | League Two · England |
| 2024-10-26 | CarlislevCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2024-10-22 | CheltenhamvBradfordLeague Two · England | 1–1 | League Two · England |
| 2024-10-19 | ColchestervCheltenhamLeague Two · England | 1–2 | League Two · England |
| 2024-10-12 | CheltenhamvSwindonLeague Two · England | 2–3 | League Two · England |
| 2024-10-05 | BarrowvCheltenhamLeague Two · England | 2–1 | League Two · England |
| 2024-10-01 | CheltenhamvAccringtonLeague Two · England | 2–1 | League Two · England |
| 2024-09-28 | CheltenhamvFleetwood TownLeague Two · England | 0–2 | League Two · England |
| 2024-09-21 | ChesterfieldvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2024-09-14 | SalfordvCheltenhamLeague Two · England | 2–1 | League Two · England |
| 2024-09-07 | CheltenhamvHarrogateLeague Two · England | 1–0 | League Two · England |
| 2024-08-31 | WalsallvCheltenhamLeague Two · England | 2–1 | League Two · England |
| 2024-08-24 | CheltenhamvAFC WimbledonLeague Two · England | 0–1 | League Two · England |
| 2024-08-17 | GrimsbyvCheltenhamLeague Two · England | 3–2 | League Two · England |
| 2024-08-10 | CheltenhamvNewport CountyLeague Two · England | 3–2 | League Two · England |
| 2024-04-27 | StevenagevCheltenhamLeague One · England | 2–1 | League One · England |
| 2024-04-23 | CheltenhamvPeterboroLeague One · England | 2–0 | League One · England |
| 2024-04-20 | CheltenhamvLincolnLeague One · England | 1–2 | League One · England |
| 2024-04-16 | BurtonvCheltenhamLeague One · England | 1–2 | League One · England |
| 2024-04-13 | CheltenhamvBristol RvsLeague One · England | 1–3 | League One · England |
| 2024-04-09 | CheltenhamvCarlisleLeague One · England | 0–1 | League One · England |
| 2024-04-06 | Leyton OrientvCheltenhamLeague One · England | 3–1 | League One · England |
| 2024-04-01 | CheltenhamvExeterLeague One · England | 1–2 | League One · England |