| 1999-08-27 | StockportvBirminghamChampionship · England | 2–0 | Championship · England |
| 1999-08-21 | PortsmouthvStockportChampionship · England | 2–0 | Championship · England |
| 1999-08-14 | StockportvTranmereChampionship · England | 2–1 | Championship · England |
| 1999-08-07 | GrimsbyvStockportChampionship · England | 0–1 | Championship · England |
| 1999-05-09 | OxfordvStockportChampionship · England | 5–0 | Championship · England |
| 1999-05-01 | StockportvSunderlandChampionship · England | 0–1 | Championship · England |
| 1999-04-24 | PortsmouthvStockportChampionship · England | 3–1 | Championship · England |
| 1999-04-20 | IpswichvStockportChampionship · England | 1–0 | Championship · England |
| 1999-04-17 | StockportvBristol CityChampionship · England | 2–2 | Championship · England |
| 1999-04-10 | StockportvSheffield UnitedChampionship · England | 1–0 | Championship · England |
| 1999-04-05 | BoltonvStockportChampionship · England | 1–2 | Championship · England |
| 1999-04-03 | StockportvBuryChampionship · England | 0–0 | Championship · England |
| 1999-03-20 | StockportvTranmereChampionship · England | 0–0 | Championship · England |
| 1999-03-13 | Port ValevStockportChampionship · England | 1–1 | Championship · England |
| 1999-03-09 | StockportvSwindonChampionship · England | 2–1 | Championship · England |
| 1999-03-06 | HuddersfieldvStockportChampionship · England | 3–0 | Championship · England |
| 1999-03-02 | West BromvStockportChampionship · England | 3–1 | Championship · England |
| 1999-02-27 | StockportvQPRChampionship · England | 0–0 | Championship · England |
| 1999-02-20 | CrewevStockportChampionship · England | 0–2 | Championship · England |
| 1999-02-13 | StockportvBirminghamChampionship · England | 1–0 | Championship · England |
| 1999-02-06 | NorwichvStockportChampionship · England | 0–2 | Championship · England |
| 1999-01-30 | StockportvWolvesChampionship · England | 1–2 | Championship · England |
| 1999-01-16 | Crystal PalacevStockportChampionship · England | 2–2 | Championship · England |
| 1999-01-09 | StockportvBradfordChampionship · England | 1–2 | Championship · England |
| 1998-12-28 | GrimsbyvStockportChampionship · England | 1–0 | Championship · England |
| 1998-12-26 | StockportvBarnsleyChampionship · England | 0–1 | Championship · England |
| 1998-12-19 | StockportvOxfordChampionship · England | 2–0 | Championship · England |
| 1998-12-12 | WatfordvStockportChampionship · England | 4–2 | Championship · England |
| 1998-12-05 | SunderlandvStockportChampionship · England | 1–0 | Championship · England |
| 1998-11-28 | StockportvPortsmouthChampionship · England | 2–0 | Championship · England |
| 1998-11-24 | StockportvBoltonChampionship · England | 0–1 | Championship · England |
| 1998-11-21 | Bristol CityvStockportChampionship · England | 1–1 | Championship · England |
| 1998-11-14 | StockportvWatfordChampionship · England | 1–1 | Championship · England |
| 1998-11-08 | StockportvPort ValeChampionship · England | 4–2 | Championship · England |
| 1998-10-31 | TranmerevStockportChampionship · England | 1–1 | Championship · England |
| 1998-10-24 | StockportvIpswichChampionship · England | 0–1 | Championship · England |
| 1998-10-20 | Sheffield UnitedvStockportChampionship · England | 1–1 | Championship · England |
| 1998-10-17 | BuryvStockportChampionship · England | 1–1 | Championship · England |
| 1998-10-03 | SwindonvStockportChampionship · England | 2–3 | Championship · England |
| 1998-09-29 | StockportvHuddersfieldChampionship · England | 1–1 | Championship · England |
| 1998-09-26 | StockportvWest BromChampionship · England | 2–2 | Championship · England |
| 1998-09-19 | QPRvStockportChampionship · England | 2–0 | Championship · England |
| 1998-09-12 | StockportvCreweChampionship · England | 1–1 | Championship · England |
| 1998-09-08 | BirminghamvStockportChampionship · England | 2–0 | Championship · England |
| 1998-09-05 | StockportvGrimsbyChampionship · England | 2–0 | Championship · England |
| 1998-08-31 | WolvesvStockportChampionship · England | 2–2 | Championship · England |
| 1998-08-29 | StockportvCrystal PalaceChampionship · England | 1–1 | Championship · England |
| 1998-08-21 | BarnsleyvStockportChampionship · England | 1–1 | Championship · England |
| 1998-08-15 | StockportvNorwichChampionship · England | 0–2 | Championship · England |
| 1998-08-08 | BradfordvStockportChampionship · England | 1–2 | Championship · England |