| 2005-12-31 | CheltenhamvShrewsburyLeague Two · England | 1–0 | League Two · England |
| 2005-12-28 | Rushden & DvCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2005-12-26 | CheltenhamvChesterLeague Two · England | 1–0 | League Two · England |
| 2005-12-17 | BostonvCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2005-12-10 | CheltenhamvMacclesfieldLeague Two · England | 2–2 | League Two · England |
| 2005-12-06 | CheltenhamvOxfordLeague Two · England | 1–2 | League Two · England |
| 2005-11-26 | BuryvCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2005-11-18 | CheltenhamvLincolnLeague Two · England | 4–1 | League Two · England |
| 2005-11-12 | Notts CountyvCheltenhamLeague Two · England | 2–3 | League Two · England |
| 2005-10-29 | CheltenhamvMansfieldLeague Two · England | 0–2 | League Two · England |
| 2005-10-22 | DarlingtonvCheltenhamLeague Two · England | 3–1 | League Two · England |
| 2005-10-14 | CheltenhamvGrimsbyLeague Two · England | 0–3 | League Two · England |
| 2005-10-07 | LincolnvCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2005-10-01 | CheltenhamvTorquayLeague Two · England | 0–1 | League Two · England |
| 2005-09-27 | CheltenhamvPeterboroLeague Two · England | 2–1 | League Two · England |
| 2005-09-24 | NorthamptonvCheltenhamLeague Two · England | 1–2 | League Two · England |
| 2005-09-17 | CheltenhamvCarlisleLeague Two · England | 2–3 | League Two · England |
| 2005-09-10 | WrexhamvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2005-09-02 | CheltenhamvBarnetLeague Two · England | 1–1 | League Two · England |
| 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 |