| 2006-12-30 | ChestervMilton Keynes DonsLeague Two · England | 0–3 | League Two · England |
| 2006-12-26 | ChestervMacclesfieldLeague Two · England | 0–3 | League Two · England |
| 2006-12-16 | PeterborovChesterLeague Two · England | 0–2 | League Two · England |
| 2006-12-09 | ChestervLincolnLeague Two · England | 4–1 | League Two · England |
| 2006-12-05 | ChestervBostonLeague Two · England | 3–1 | League Two · England |
| 2006-11-25 | ShrewsburyvChesterLeague Two · England | 2–1 | League Two · England |
| 2006-11-17 | ChestervStockportLeague Two · England | 1–1 | League Two · England |
| 2006-11-03 | DarlingtonvChesterLeague Two · England | 1–0 | League Two · England |
| 2006-10-28 | BarnetvChesterLeague Two · England | 1–0 | League Two · England |
| 2006-10-20 | ChestervHartlepoolLeague Two · England | 2–1 | League Two · England |
| 2006-10-14 | RochdalevChesterLeague Two · England | 0–0 | League Two · England |
| 2006-10-06 | ChestervWalsallLeague Two · England | 0–0 | League Two · England |
| 2006-09-30 | ChestervBristol RvsLeague Two · England | 2–0 | League Two · England |
| 2006-09-26 | MacclesfieldvChesterLeague Two · England | 1–1 | League Two · England |
| 2006-09-23 | Milton Keynes DonsvChesterLeague Two · England | 1–2 | League Two · England |
| 2006-09-16 | ChestervGrimsbyLeague Two · England | 0–2 | League Two · England |
| 2006-09-12 | ChestervNotts CountyLeague Two · England | 0–0 | League Two · England |
| 2006-09-09 | WycombevChesterLeague Two · England | 1–0 | League Two · England |
| 2006-09-01 | ChestervSwindonLeague Two · England | 0–2 | League Two · England |
| 2006-08-26 | TorquayvChesterLeague Two · England | 2–2 | League Two · England |
| 2006-08-20 | ChestervWrexhamLeague Two · England | 1–2 | League Two · England |
| 2006-08-12 | HerefordvChesterLeague Two · England | 2–0 | League Two · England |
| 2006-08-08 | BuryvChesterLeague Two · England | 1–3 | League Two · England |
| 2006-08-05 | ChestervAccringtonLeague Two · England | 2–0 | League Two · England |
| 2006-05-06 | ChestervShrewsburyLeague Two · England | 0–1 | League Two · England |
| 2006-04-29 | NorthamptonvChesterLeague Two · England | 1–0 | League Two · England |
| 2006-04-22 | ChestervBarnetLeague Two · England | 0–0 | League Two · England |
| 2006-04-17 | BuryvChesterLeague Two · England | 0–0 | League Two · England |
| 2006-04-15 | ChestervWycombeLeague Two · England | 1–0 | League Two · England |
| 2006-04-12 | ChestervWrexhamLeague Two · England | 2–1 | League Two · England |
| 2006-04-08 | OxfordvChesterLeague Two · England | 0–1 | League Two · England |
| 2006-04-01 | ChestervMacclesfieldLeague Two · England | 2–1 | League Two · England |
| 2006-03-29 | BostonvChesterLeague Two · England | 1–3 | League Two · England |
| 2006-03-26 | WrexhamvChesterLeague Two · England | 2–1 | League Two · England |
| 2006-03-18 | ChestervCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2006-03-11 | DarlingtonvChesterLeague Two · England | 1–0 | League Two · England |
| 2006-03-07 | ChestervTorquayLeague Two · England | 1–1 | League Two · England |
| 2006-02-25 | GrimsbyvChesterLeague Two · England | 1–0 | League Two · England |
| 2006-02-18 | ChestervLeyton OrientLeague Two · England | 0–2 | League Two · England |
| 2006-02-11 | ChestervStockportLeague Two · England | 1–2 | League Two · England |
| 2006-02-04 | CarlislevChesterLeague Two · England | 5–0 | League Two · England |
| 2006-01-28 | ChestervNotts CountyLeague Two · England | 0–2 | League Two · England |
| 2006-01-24 | MansfieldvChesterLeague Two · England | 1–2 | League Two · England |
| 2006-01-21 | Bristol RvsvChesterLeague Two · England | 2–1 | League Two · England |
| 2006-01-14 | ChestervBostonLeague Two · England | 0–1 | League Two · England |
| 2006-01-02 | ChestervOxfordLeague Two · England | 0–1 | League Two · England |