| 2023-12-29 | CheltenhamvReadingLeague One · England | 2–2 | League One · England |
| 2023-12-26 | CheltenhamvShrewsburyLeague One · England | 2–0 | League One · England |
| 2023-12-23 | CarlislevCheltenhamLeague One · England | 0–1 | League One · England |
| 2023-12-16 | CheltenhamvLeyton OrientLeague One · England | 1–2 | League One · England |
| 2023-12-09 | Bristol RvsvCheltenhamLeague One · England | 1–1 | League One · England |
| 2023-11-28 | CharltonvCheltenhamLeague One · England | 2–1 | League One · England |
| 2023-11-25 | CheltenhamvOxfordLeague One · England | 2–0 | League One · England |
| 2023-11-11 | CheltenhamvWiganLeague One · England | 1–1 | League One · England |
| 2023-10-28 | Port ValevCheltenhamLeague One · England | 1–2 | League One · England |
| 2023-10-24 | BlackpoolvCheltenhamLeague One · England | 3–2 | League One · England |
| 2023-10-21 | CheltenhamvCambridgeLeague One · England | 1–0 | League One · England |
| 2023-10-07 | CheltenhamvDerbyLeague One · England | 1–1 | League One · England |
| 2023-10-03 | CheltenhamvFleetwood TownLeague One · England | 0–2 | League One · England |
| 2023-09-30 | LincolnvCheltenhamLeague One · England | 2–0 | League One · England |
| 2023-09-23 | CheltenhamvStevenageLeague One · England | 0–3 | League One · England |
| 2023-09-19 | PeterborovCheltenhamLeague One · England | 3–0 | League One · England |
| 2023-09-16 | ExetervCheltenhamLeague One · England | 1–0 | League One · England |
| 2023-09-02 | CheltenhamvBarnsleyLeague One · England | 0–2 | League One · England |
| 2023-08-26 | CheltenhamvNorthamptonLeague One · England | 0–1 | League One · England |
| 2023-08-19 | PortsmouthvCheltenhamLeague One · England | 0–0 | League One · England |
| 2023-08-15 | ReadingvCheltenhamLeague One · England | 1–0 | League One · England |
| 2023-08-12 | CheltenhamvBoltonLeague One · England | 0–3 | League One · England |
| 2023-08-05 | ShrewsburyvCheltenhamLeague One · England | 1–0 | League One · England |
| 2023-05-07 | CheltenhamvCharltonLeague One · England | 2–2 | League One · England |
| 2023-04-29 | WycombevCheltenhamLeague One · England | 0–3 | League One · England |
| 2023-04-25 | OxfordvCheltenhamLeague One · England | 4–0 | League One · England |
| 2023-04-22 | CheltenhamvForest GreenLeague One · England | 3–1 | League One · England |
| 2023-04-15 | Milton Keynes DonsvCheltenhamLeague One · England | 2–2 | League One · England |
| 2023-04-10 | CheltenhamvIpswichLeague One · England | 1–1 | League One · England |
| 2023-04-07 | LincolnvCheltenhamLeague One · England | 2–0 | League One · England |
| 2023-04-01 | CheltenhamvBurtonLeague One · England | 0–0 | League One · England |
| 2023-03-29 | CheltenhamvSheffield WedsLeague One · England | 2–2 | League One · England |
| 2023-03-18 | CheltenhamvExeterLeague One · England | 3–1 | League One · England |
| 2023-03-11 | PeterborovCheltenhamLeague One · England | 0–3 | League One · England |
| 2023-03-07 | CheltenhamvLincolnLeague One · England | 0–0 | League One · England |
| 2023-03-04 | CheltenhamvFleetwood TownLeague One · England | 1–0 | League One · England |
| 2023-02-28 | DerbyvCheltenhamLeague One · England | 2–0 | League One · England |
| 2023-02-25 | PortsmouthvCheltenhamLeague One · England | 4–0 | League One · England |
| 2023-02-18 | CheltenhamvBarnsleyLeague One · England | 0–4 | League One · England |
| 2023-02-14 | CambridgevCheltenhamLeague One · England | 1–2 | League One · England |
| 2023-02-11 | CheltenhamvAccringtonLeague One · England | 0–0 | League One · England |
| 2023-02-04 | BoltonvCheltenhamLeague One · England | 1–0 | League One · England |
| 2023-01-28 | CheltenhamvPort ValeLeague One · England | 0–0 | League One · England |
| 2023-01-21 | PlymouthvCheltenhamLeague One · England | 4–2 | League One · England |
| 2023-01-14 | CheltenhamvDerbyLeague One · England | 2–3 | League One · England |
| 2023-01-07 | MorecambevCheltenhamLeague One · England | 2–1 | League One · England |
| 2023-01-01 | Bristol RvsvCheltenhamLeague One · England | 2–1 | League One · England |