| 2008-12-28 | StockportvLeedsLeague One · England | 1–3 | League One · England |
| 2008-12-26 | WalsallvStockportLeague One · England | 1–0 | League One · England |
| 2008-12-20 | StockportvBristol RvsLeague One · England | 3–1 | League One · England |
| 2008-12-13 | YeovilvStockportLeague One · England | 2–4 | League One · England |
| 2008-12-06 | StockportvPeterboroLeague One · England | 1–3 | League One · England |
| 2008-11-25 | StockportvBrightonLeague One · England | 2–0 | League One · England |
| 2008-11-22 | CrewevStockportLeague One · England | 0–3 | League One · England |
| 2008-11-15 | MillwallvStockportLeague One · England | 1–0 | League One · England |
| 2008-11-01 | StockportvCarlisleLeague One · England | 3–0 | League One · England |
| 2008-10-28 | StockportvTranmereLeague One · England | 0–0 | League One · England |
| 2008-10-25 | HerefordvStockportLeague One · England | 0–1 | League One · England |
| 2008-10-21 | Milton Keynes DonsvStockportLeague One · England | 1–2 | League One · England |
| 2008-10-18 | StockportvColchesterLeague One · England | 1–2 | League One · England |
| 2008-10-11 | SouthendvStockportLeague One · England | 1–1 | League One · England |
| 2008-10-03 | StockportvOldhamLeague One · England | 3–1 | League One · England |
| 2008-09-27 | CheltenhamvStockportLeague One · England | 2–2 | League One · England |
| 2008-09-20 | StockportvSwindonLeague One · England | 1–1 | League One · England |
| 2008-09-16 | StockportvNorthamptonLeague One · England | 1–1 | League One · England |
| 2008-09-13 | Leyton OrientvStockportLeague One · England | 0–3 | League One · England |
| 2008-08-30 | StockportvScunthorpeLeague One · England | 0–3 | League One · England |
| 2008-08-23 | HartlepoolvStockportLeague One · England | 0–1 | League One · England |
| 2008-08-16 | StockportvLeicesterLeague One · England | 0–0 | League One · England |
| 2008-08-09 | HuddersfieldvStockportLeague One · England | 1–1 | League One · England |
| 2008-05-03 | StockportvBrentfordLeague Two · England | 1–0 | League Two · England |
| 2008-04-29 | ChestervStockportLeague Two · England | 0–0 | League Two · England |
| 2008-04-26 | BarnetvStockportLeague Two · England | 2–1 | League Two · England |
| 2008-04-19 | StockportvMilton Keynes DonsLeague Two · England | 2–3 | League Two · England |
| 2008-04-12 | PeterborovStockportLeague Two · England | 0–1 | League Two · England |
| 2008-04-09 | StockportvMansfieldLeague Two · England | 2–1 | League Two · England |
| 2008-04-05 | StockportvDarlingtonLeague Two · England | 1–0 | League Two · England |
| 2008-03-24 | WycombevStockportLeague Two · England | 0–0 | League Two · England |
| 2008-03-21 | StockportvMacclesfieldLeague Two · England | 2–0 | League Two · England |
| 2008-03-15 | LincolnvStockportLeague Two · England | 0–1 | League Two · England |
| 2008-03-11 | StockportvRochdaleLeague Two · England | 2–0 | League Two · England |
| 2008-03-08 | StockportvBradfordLeague Two · England | 2–1 | League Two · England |
| 2008-03-01 | HerefordvStockportLeague Two · England | 0–1 | League Two · England |
| 2008-02-23 | AccringtonvStockportLeague Two · England | 0–2 | League Two · England |
| 2008-02-16 | StockportvBuryLeague Two · England | 1–2 | League Two · England |
| 2008-02-12 | RotherhamvStockportLeague Two · England | 1–4 | League Two · England |
| 2008-02-09 | StockportvNotts CountyLeague Two · England | 1–1 | League Two · England |
| 2008-02-05 | BuryvStockportLeague Two · England | 2–3 | League Two · England |
| 2008-02-02 | Dag and RedvStockportLeague Two · England | 0–1 | League Two · England |
| 2008-01-29 | StockportvChesterfieldLeague Two · England | 2–2 | League Two · England |
| 2008-01-12 | StockportvAccringtonLeague Two · England | 2–0 | League Two · England |
| 2008-01-05 | Notts CountyvStockportLeague Two · England | 1–2 | League Two · England |
| 2008-01-01 | StockportvMorecambeLeague Two · England | 2–1 | League Two · England |