| 1999-12-28 | Nott'm ForestvBirminghamChampionship · England | 1–0 | Championship · England |
| 1999-12-26 | BlackburnvNott'm ForestChampionship · England | 2–1 | Championship · England |
| 1999-12-18 | Nott'm ForestvCreweChampionship · England | 1–0 | Championship · England |
| 1999-12-15 | Nott'm ForestvFulhamChampionship · England | 0–0 | Championship · England |
| 1999-12-05 | Nott'm ForestvIpswichChampionship · England | 0–1 | Championship · England |
| 1999-11-27 | Crystal PalacevNott'm ForestChampionship · England | 2–0 | Championship · England |
| 1999-11-24 | Nott'm ForestvPortsmouthChampionship · England | 2–0 | Championship · England |
| 1999-11-20 | TranmerevNott'm ForestChampionship · England | 3–0 | Championship · England |
| 1999-11-14 | Nott'm ForestvHuddersfieldChampionship · England | 1–3 | Championship · England |
| 1999-11-06 | NorwichvNott'm ForestChampionship · England | 1–0 | Championship · England |
| 1999-10-30 | BarnsleyvNott'm ForestChampionship · England | 1–0 | Championship · England |
| 1999-10-27 | Nott'm ForestvBoltonChampionship · England | 1–1 | Championship · England |
| 1999-10-23 | Nott'm ForestvStockportChampionship · England | 1–1 | Championship · England |
| 1999-10-19 | Port ValevNott'm ForestChampionship · England | 0–2 | Championship · England |
| 1999-10-16 | Sheffield UnitedvNott'm ForestChampionship · England | 2–1 | Championship · England |
| 1999-10-01 | Nott'm ForestvBarnsleyChampionship · England | 3–0 | Championship · England |
| 1999-09-25 | BoltonvNott'm ForestChampionship · England | 3–2 | Championship · England |
| 1999-09-19 | Nott'm ForestvWolvesChampionship · England | 1–1 | Championship · England |
| 1999-09-11 | SwindonvNott'm ForestChampionship · England | 0–0 | Championship · England |
| 1999-09-04 | Nott'm ForestvWalsallChampionship · England | 4–1 | Championship · England |
| 1999-08-30 | Man CityvNott'm ForestChampionship · England | 1–0 | Championship · England |
| 1999-08-28 | Nott'm ForestvQPRChampionship · England | 1–1 | Championship · England |
| 1999-08-20 | West BromvNott'm ForestChampionship · England | 1–1 | Championship · England |
| 1999-08-14 | Nott'm ForestvGrimsbyChampionship · England | 2–1 | Championship · England |
| 1999-08-07 | IpswichvNott'm ForestChampionship · England | 3–1 | Championship · England |
| 1999-05-16 | Nott'm ForestvLeicesterPremier League · England | 1–0 | Premier League · England |
| 1999-05-08 | BlackburnvNott'm ForestPremier League · England | 1–2 | Premier League · England |
| 1999-05-01 | Nott'm ForestvSheffield WedsPremier League · England | 2–0 | Premier League · England |
| 1999-04-24 | Aston VillavNott'm ForestPremier League · England | 2–0 | Premier League · England |
| 1999-04-17 | Nott'm ForestvTottenhamPremier League · England | 0–1 | Premier League · England |
| 1999-04-10 | DerbyvNott'm ForestPremier League · England | 1–0 | Premier League · England |
| 1999-04-05 | Nott'm ForestvLiverpoolPremier League · England | 2–2 | Premier League · England |
| 1999-04-03 | LeedsvNott'm ForestPremier League · England | 3–1 | Premier League · England |
| 1999-03-20 | Nott'm ForestvMiddlesbroughPremier League · England | 1–2 | Premier League · England |
| 1999-03-13 | WimbledonvNott'm ForestPremier League · England | 1–3 | Premier League · England |
| 1999-03-10 | Nott'm ForestvNewcastlePremier League · England | 1–2 | Premier League · England |
| 1999-02-27 | CharltonvNott'm ForestPremier League · England | 0–0 | Premier League · England |
| 1999-02-20 | Nott'm ForestvChelseaPremier League · England | 1–3 | Premier League · England |
| 1999-02-13 | West HamvNott'm ForestPremier League · England | 2–1 | Premier League · England |
| 1999-02-06 | Nott'm ForestvMan UnitedPremier League · England | 1–8 | Premier League · England |
| 1999-01-30 | EvertonvNott'm ForestPremier League · England | 0–1 | Premier League · England |
| 1999-01-16 | Nott'm ForestvArsenalPremier League · England | 0–1 | Premier League · England |
| 1999-01-09 | CoventryvNott'm ForestPremier League · England | 4–0 | Premier League · England |