| 2006-12-30 | BradfordvCheltenhamLeague One · England | 2–2 | League One · England |
| 2006-12-26 | NorthamptonvCheltenhamLeague One · England | 2–0 | League One · England |
| 2006-12-23 | CheltenhamvBristol CityLeague One · England | 2–2 | League One · England |
| 2006-12-16 | CheltenhamvRotherhamLeague One · England | 2–0 | League One · England |
| 2006-12-09 | BrightonvCheltenhamLeague One · England | 2–1 | League One · England |
| 2006-12-05 | BlackpoolvCheltenhamLeague One · England | 2–1 | League One · England |
| 2006-11-24 | CheltenhamvBrentfordLeague One · England | 2–0 | League One · England |
| 2006-11-18 | ChesterfieldvCheltenhamLeague One · England | 1–0 | League One · England |
| 2006-11-04 | CheltenhamvOldhamLeague One · England | 1–2 | League One · England |
| 2006-10-28 | CheltenhamvNott'm ForestLeague One · England | 0–2 | League One · England |
| 2006-10-21 | Leyton OrientvCheltenhamLeague One · England | 2–0 | League One · England |
| 2006-10-14 | CheltenhamvDoncasterLeague One · England | 0–2 | League One · England |
| 2006-10-06 | YeovilvCheltenhamLeague One · England | 0–1 | League One · England |
| 2006-09-30 | GillinghamvCheltenhamLeague One · England | 2–1 | League One · England |
| 2006-09-26 | CheltenhamvNorthamptonLeague One · England | 0–2 | League One · England |
| 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 |