| 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 |