| 1999-10-09 | CrewevSheffield UnitedChampionship · England | 1–0 | Championship · England |
| 1999-10-02 | HuddersfieldvSheffield UnitedChampionship · England | 4–1 | Championship · England |
| 1999-09-25 | Sheffield UnitedvWolvesChampionship · England | 3–0 | Championship · England |
| 1999-09-18 | Sheffield UnitedvCharltonChampionship · England | 1–2 | Championship · England |
| 1999-09-04 | Sheffield UnitedvCrystal PalaceChampionship · England | 3–1 | Championship · England |
| 1999-08-30 | TranmerevSheffield UnitedChampionship · England | 1–3 | Championship · England |
| 1999-08-28 | Sheffield UnitedvIpswichChampionship · England | 2–2 | Championship · England |
| 1999-08-21 | Man CityvSheffield UnitedChampionship · England | 6–0 | Championship · England |
| 1999-08-14 | Sheffield UnitedvWalsallChampionship · England | 1–1 | Championship · England |
| 1999-08-07 | PortsmouthvSheffield UnitedChampionship · England | 2–0 | Championship · England |
| 1999-05-09 | IpswichvSheffield UnitedChampionship · England | 4–1 | Championship · England |
| 1999-05-01 | Sheffield UnitedvBristol CityChampionship · England | 3–1 | Championship · England |
| 1999-04-24 | SunderlandvSheffield UnitedChampionship · England | 0–0 | Championship · England |
| 1999-04-20 | GrimsbyvSheffield UnitedChampionship · England | 1–2 | Championship · England |
| 1999-04-17 | Sheffield UnitedvQPRChampionship · England | 2–0 | Championship · England |
| 1999-04-10 | StockportvSheffield UnitedChampionship · England | 1–0 | Championship · England |
| 1999-04-05 | Sheffield UnitedvWolvesChampionship · England | 1–1 | Championship · England |
| 1999-04-03 | BarnsleyvSheffield UnitedChampionship · England | 2–1 | Championship · England |
| 1999-03-26 | Sheffield UnitedvOxfordChampionship · England | 1–2 | Championship · England |
| 1999-03-20 | Sheffield UnitedvPort ValeChampionship · England | 3–0 | Championship · England |
| 1999-03-13 | TranmerevSheffield UnitedChampionship · England | 2–3 | Championship · England |
| 1999-03-09 | PortsmouthvSheffield UnitedChampionship · England | 1–0 | Championship · England |
| 1999-03-06 | Sheffield UnitedvWatfordChampionship · England | 3–0 | Championship · England |
| 1999-03-02 | Sheffield UnitedvCrystal PalaceChampionship · England | 1–1 | Championship · England |
| 1999-02-27 | NorwichvSheffield UnitedChampionship · England | 1–1 | Championship · England |
| 1999-02-19 | Sheffield UnitedvBradfordChampionship · England | 2–2 | Championship · England |
| 1999-02-06 | Sheffield UnitedvWest BromChampionship · England | 3–0 | Championship · England |
| 1999-01-30 | CrewevSheffield UnitedChampionship · England | 1–2 | Championship · England |
| 1999-01-16 | Sheffield UnitedvBoltonChampionship · England | 1–2 | Championship · England |
| 1999-01-09 | SwindonvSheffield UnitedChampionship · England | 2–2 | Championship · England |
| 1998-12-28 | Sheffield UnitedvHuddersfieldChampionship · England | 2–1 | Championship · England |
| 1998-12-26 | BirminghamvSheffield UnitedChampionship · England | 1–0 | Championship · England |
| 1998-12-20 | Sheffield UnitedvIpswichChampionship · England | 1–2 | Championship · England |
| 1998-12-11 | BuryvSheffield UnitedChampionship · England | 3–3 | Championship · England |
| 1998-12-05 | Bristol CityvSheffield UnitedChampionship · England | 2–0 | Championship · England |
| 1998-11-28 | Sheffield UnitedvSunderlandChampionship · England | 0–4 | Championship · England |
| 1998-11-21 | QPRvSheffield UnitedChampionship · England | 1–2 | Championship · England |
| 1998-11-14 | Sheffield UnitedvBuryChampionship · England | 3–1 | Championship · England |
| 1998-11-10 | WolvesvSheffield UnitedChampionship · England | 2–1 | Championship · England |
| 1998-11-07 | Sheffield UnitedvTranmereChampionship · England | 2–2 | Championship · England |
| 1998-10-31 | Port ValevSheffield UnitedChampionship · England | 2–3 | Championship · England |
| 1998-10-24 | OxfordvSheffield UnitedChampionship · England | 0–2 | Championship · England |
| 1998-10-20 | Sheffield UnitedvStockportChampionship · England | 1–1 | Championship · England |
| 1998-10-17 | Sheffield UnitedvBarnsleyChampionship · England | 1–1 | Championship · England |
| 1998-10-03 | Sheffield UnitedvPortsmouthChampionship · England | 2–1 | Championship · England |
| 1998-09-29 | WatfordvSheffield UnitedChampionship · England | 1–1 | Championship · England |
| 1998-09-27 | Crystal PalacevSheffield UnitedChampionship · England | 1–0 | Championship · England |
| 1998-09-19 | Sheffield UnitedvNorwichChampionship · England | 2–1 | Championship · England |
| 1998-09-12 | BradfordvSheffield UnitedChampionship · England | 2–2 | Championship · England |
| 1998-09-08 | Sheffield UnitedvGrimsbyChampionship · England | 3–2 | Championship · England |