| 2003-12-28 | NorthamptonvCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2003-12-26 | CheltenhamvMacclesfieldLeague Two · England | 3–2 | League Two · England |
| 2003-12-13 | CheltenhamvDoncasterLeague Two · England | 1–3 | League Two · England |
| 2003-11-29 | HuddersfieldvCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2003-11-22 | CheltenhamvCarlisleLeague Two · England | 2–1 | League Two · England |
| 2003-11-15 | TorquayvCheltenhamLeague Two · England | 3–1 | League Two · England |
| 2003-11-01 | CheltenhamvYorkLeague Two · England | 1–1 | League Two · England |
| 2003-10-25 | MansfieldvCheltenhamLeague Two · England | 4–0 | League Two · England |
| 2003-10-21 | CheltenhamvDarlingtonLeague Two · England | 2–1 | League Two · England |
| 2003-10-18 | CheltenhamvRochdaleLeague Two · England | 0–2 | League Two · England |
| 2003-10-11 | BostonvCheltenhamLeague Two · England | 3–1 | League Two · England |
| 2003-10-04 | CheltenhamvYeovilLeague Two · England | 3–1 | League Two · England |
| 2003-09-30 | ScunthorpevCheltenhamLeague Two · England | 5–2 | League Two · England |
| 2003-09-27 | Bristol RvsvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2003-09-20 | CheltenhamvCambridgeLeague Two · England | 0–3 | League Two · England |
| 2003-09-16 | CheltenhamvOxfordLeague Two · England | 0–0 | League Two · England |
| 2003-09-13 | BuryvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2003-09-05 | CheltenhamvNorthamptonLeague Two · England | 4–3 | League Two · England |
| 2003-08-30 | Leyton OrientvCheltenhamLeague Two · England | 1–4 | League Two · England |
| 2003-08-25 | CheltenhamvKidderminsterLeague Two · England | 2–1 | League Two · England |
| 2003-08-23 | HullvCheltenhamLeague Two · England | 3–3 | League Two · England |
| 2003-08-16 | CheltenhamvSwanseaLeague Two · England | 3–4 | League Two · England |
| 2003-08-09 | SouthendvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2003-05-03 | Notts CountyvCheltenhamLeague One · England | 1–0 | League One · England |
| 2003-04-26 | CheltenhamvBlackpoolLeague One · England | 3–0 | League One · England |
| 2003-04-21 | CheltenhamvPeterboroLeague One · England | 1–1 | League One · England |
| 2003-04-19 | WycombevCheltenhamLeague One · England | 1–1 | League One · England |
| 2003-04-12 | CheltenhamvOldhamLeague One · England | 1–1 | League One · England |
| 2003-04-08 | CheltenhamvLutonLeague One · England | 2–2 | League One · England |
| 2003-04-05 | BrentfordvCheltenhamLeague One · England | 2–2 | League One · England |
| 2003-03-22 | Port ValevCheltenhamLeague One · England | 1–2 | League One · England |
| 2003-03-18 | QPRvCheltenhamLeague One · England | 4–1 | League One · England |
| 2003-03-15 | CheltenhamvNorthamptonLeague One · England | 1–1 | League One · England |
| 2003-03-12 | SwindonvCheltenhamLeague One · England | 0–3 | League One · England |
| 2003-03-08 | CheltenhamvMansfieldLeague One · England | 3–1 | League One · England |
| 2003-03-01 | Bristol CityvCheltenhamLeague One · England | 3–1 | League One · England |
| 2003-02-22 | CheltenhamvColchesterLeague One · England | 1–1 | League One · England |
| 2003-02-18 | CheltenhamvBarnsleyLeague One · England | 1–3 | League One · England |
| 2003-02-15 | HuddersfieldvCheltenhamLeague One · England | 3–3 | League One · England |
| 2003-02-08 | CheltenhamvStockportLeague One · England | 0–2 | League One · England |
| 2003-02-04 | CheltenhamvTranmereLeague One · England | 3–1 | League One · England |
| 2003-02-01 | WiganvCheltenhamLeague One · England | 0–0 | League One · England |
| 2003-01-25 | CheltenhamvChesterfieldLeague One · England | 0–0 | League One · England |
| 2003-01-18 | CardiffvCheltenhamLeague One · England | 2–1 | League One · England |
| 2003-01-01 | PlymouthvCheltenhamLeague One · England | 3–1 | League One · England |