| 2005-08-29 | WycombevCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2005-08-27 | CheltenhamvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2005-08-20 | CheltenhamvBostonLeague Two · England | 3–0 | League Two · England |
| 2005-08-13 | RochdalevCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2005-08-09 | MacclesfieldvCheltenhamLeague Two · England | 2–2 | League Two · England |
| 2005-08-06 | CheltenhamvBuryLeague Two · England | 2–1 | League Two · England |
| 2005-05-07 | DarlingtonvCheltenhamLeague Two · England | 3–1 | League Two · England |
| 2005-04-30 | CheltenhamvMacclesfieldLeague Two · England | 3–0 | League Two · England |
| 2005-04-23 | BuryvCheltenhamLeague Two · England | 3–1 | League Two · England |
| 2005-04-16 | CheltenhamvNorthamptonLeague Two · England | 1–0 | League Two · England |
| 2005-04-08 | CheltenhamvShrewsburyLeague Two · England | 1–1 | League Two · England |
| 2005-04-02 | BostonvCheltenhamLeague Two · England | 2–1 | League Two · England |
| 2005-03-28 | CheltenhamvSwanseaLeague Two · England | 1–2 | League Two · England |
| 2005-03-25 | Leyton OrientvCheltenhamLeague Two · England | 2–3 | League Two · England |
| 2005-03-19 | CheltenhamvSouthendLeague Two · England | 0–3 | League Two · England |
| 2005-03-12 | ScunthorpevCheltenhamLeague Two · England | 4–1 | League Two · England |
| 2005-03-05 | KidderminstervCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2005-02-26 | CheltenhamvLincolnLeague Two · England | 1–0 | League Two · England |
| 2005-02-22 | CambridgevCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2005-02-19 | CheltenhamvOxfordLeague Two · England | 0–1 | League Two · England |
| 2005-02-12 | MansfieldvCheltenhamLeague Two · England | 1–2 | League Two · England |
| 2005-02-05 | CheltenhamvRochdaleLeague Two · England | 2–0 | League Two · England |
| 2005-02-01 | ChestervCheltenhamLeague Two · England | 0–3 | League Two · England |
| 2005-01-28 | CheltenhamvGrimsbyLeague Two · England | 2–3 | League Two · England |
| 2005-01-22 | Bristol RvsvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2005-01-15 | CheltenhamvRushden & DLeague Two · England | 4–1 | League Two · England |
| 2005-01-03 | WycombevCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2005-01-01 | CheltenhamvNotts CountyLeague Two · England | 0–2 | League Two · England |
| 2004-12-29 | CheltenhamvBristol RvsLeague Two · England | 1–1 | League Two · England |
| 2004-12-26 | YeovilvCheltenhamLeague Two · England | 4–1 | League Two · England |
| 2004-12-18 | CheltenhamvKidderminsterLeague Two · England | 2–0 | League Two · England |
| 2004-12-11 | LincolnvCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2004-12-07 | NorthamptonvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2004-11-26 | CheltenhamvDarlingtonLeague Two · England | 0–2 | League Two · England |
| 2004-11-20 | MacclesfieldvCheltenhamLeague Two · England | 0–2 | League Two · England |
| 2004-11-06 | CheltenhamvBuryLeague Two · England | 1–0 | League Two · England |
| 2004-10-30 | OxfordvCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2004-10-23 | CheltenhamvCambridgeLeague Two · England | 2–1 | League Two · England |
| 2004-10-19 | CheltenhamvMansfieldLeague Two · England | 2–0 | League Two · England |
| 2004-10-16 | RochdalevCheltenhamLeague Two · England | 1–2 | League Two · England |
| 2004-10-08 | CheltenhamvChesterLeague Two · England | 0–0 | League Two · England |
| 2004-10-01 | GrimsbyvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2004-09-25 | CheltenhamvWycombeLeague Two · England | 1–1 | League Two · England |
| 2004-09-18 | Rushden & DvCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2004-09-11 | CheltenhamvYeovilLeague Two · England | 1–1 | League Two · England |
| 2004-09-04 | Notts CountyvCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2004-08-31 | ShrewsburyvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2004-08-28 | CheltenhamvBostonLeague Two · England | 1–0 | League Two · England |
| 2004-08-21 | SwanseavCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2004-08-14 | CheltenhamvLeyton OrientLeague Two · England | 1–2 | League Two · England |