| 2006-09-23 | CheltenhamvBradfordLeague One · England | 1–2 | League One · England |
| 2006-09-16 | ScunthorpevCheltenhamLeague One · England | 1–0 | League One · England |
| 2006-09-12 | CrewevCheltenhamLeague One · England | 3–1 | League One · England |
| 2006-09-09 | CheltenhamvHuddersfieldLeague One · England | 2–1 | League One · England |
| 2006-09-03 | CarlislevCheltenhamLeague One · England | 2–0 | League One · England |
| 2006-08-26 | CheltenhamvMillwallLeague One · England | 3–2 | League One · England |
| 2006-08-19 | BournemouthvCheltenhamLeague One · England | 2–1 | League One · England |
| 2006-08-12 | CheltenhamvPort ValeLeague One · England | 0–1 | League One · England |
| 2006-08-08 | CheltenhamvTranmereLeague One · England | 1–0 | League One · England |
| 2006-08-05 | SwanseavCheltenhamLeague One · England | 1–2 | League One · England |
| 2006-05-06 | MansfieldvCheltenhamLeague Two · England | 0–5 | League Two · England |
| 2006-04-29 | CheltenhamvNotts CountyLeague Two · England | 2–0 | League Two · England |
| 2006-04-21 | GrimsbyvCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2006-04-17 | CheltenhamvDarlingtonLeague Two · England | 1–1 | League Two · England |
| 2006-04-15 | TorquayvCheltenhamLeague Two · England | 1–2 | League Two · England |
| 2006-04-08 | CheltenhamvStockportLeague Two · England | 3–3 | League Two · England |
| 2006-04-01 | ShrewsburyvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2006-03-25 | CheltenhamvRushden & DLeague Two · England | 3–1 | League Two · England |
| 2006-03-21 | CheltenhamvWrexhamLeague Two · England | 2–2 | League Two · England |
| 2006-03-18 | ChestervCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2006-03-11 | Leyton OrientvCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2006-03-04 | CheltenhamvWycombeLeague Two · England | 2–1 | League Two · England |
| 2006-02-25 | CheltenhamvRochdaleLeague Two · England | 1–1 | League Two · England |
| 2006-02-18 | OxfordvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2006-02-14 | Bristol RvsvCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2006-02-11 | CheltenhamvNorthamptonLeague Two · England | 3–1 | League Two · England |
| 2006-02-04 | PeterborovCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2006-01-21 | CarlislevCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2006-01-14 | CheltenhamvBristol RvsLeague Two · England | 2–3 | League Two · England |
| 2006-01-10 | BarnetvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2006-01-02 | StockportvCheltenhamLeague Two · England | 2–2 | League Two · England |
| 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 |