| 1998-12-28 | TottenhamvEvertonPremier League · England | 4–1 | Premier League · England |
| 1998-12-26 | CoventryvTottenhamPremier League · England | 1–1 | Premier League · England |
| 1998-12-19 | ChelseavTottenhamPremier League · England | 2–0 | Premier League · England |
| 1998-12-12 | TottenhamvMan UnitedPremier League · England | 2–2 | Premier League · England |
| 1998-12-05 | TottenhamvLiverpoolPremier League · England | 2–1 | Premier League · England |
| 1998-11-28 | West HamvTottenhamPremier League · England | 2–1 | Premier League · England |
| 1998-11-21 | TottenhamvNott'm ForestPremier League · England | 2–0 | Premier League · England |
| 1998-11-14 | ArsenalvTottenhamPremier League · England | 0–0 | Premier League · England |
| 1998-11-07 | Aston VillavTottenhamPremier League · England | 3–2 | Premier League · England |
| 1998-11-02 | TottenhamvCharltonPremier League · England | 2–2 | Premier League · England |
| 1998-10-24 | TottenhamvNewcastlePremier League · England | 2–0 | Premier League · England |
| 1998-10-19 | LeicestervTottenhamPremier League · England | 2–1 | Premier League · England |
| 1998-10-03 | DerbyvTottenhamPremier League · England | 0–1 | Premier League · England |
| 1998-09-26 | TottenhamvLeedsPremier League · England | 3–3 | Premier League · England |
| 1998-09-19 | SouthamptonvTottenhamPremier League · England | 1–1 | Premier League · England |
| 1998-09-13 | TottenhamvMiddlesbroughPremier League · England | 0–3 | Premier League · England |
| 1998-09-09 | TottenhamvBlackburnPremier League · England | 2–1 | Premier League · England |
| 1998-08-29 | EvertonvTottenhamPremier League · England | 0–1 | Premier League · England |
| 1998-08-22 | TottenhamvSheffield WedsPremier League · England | 0–3 | Premier League · England |
| 1998-08-15 | WimbledonvTottenhamPremier League · England | 3–1 | Premier League · England |
| 1998-05-10 | TottenhamvSouthamptonPremier League · England | 1–1 | Premier League · England |
| 1998-05-02 | WimbledonvTottenhamPremier League · England | 2–6 | Premier League · England |
| 1998-04-25 | TottenhamvNewcastlePremier League · England | 2–0 | Premier League · England |
| 1998-04-18 | BarnsleyvTottenhamPremier League · England | 1–1 | Premier League · England |
| 1998-04-13 | TottenhamvCoventryPremier League · England | 1–1 | Premier League · England |
| 1998-04-11 | ChelseavTottenhamPremier League · England | 2–0 | Premier League · England |
| 1998-04-04 | TottenhamvEvertonPremier League · England | 1–1 | Premier League · England |
| 1998-03-28 | Crystal PalacevTottenhamPremier League · England | 1–3 | Premier League · England |
| 1998-03-14 | TottenhamvLiverpoolPremier League · England | 3–3 | Premier League · England |
| 1998-03-04 | LeedsvTottenhamPremier League · England | 1–0 | Premier League · England |
| 1998-03-01 | TottenhamvBoltonPremier League · England | 1–0 | Premier League · England |
| 1998-02-21 | Sheffield WedsvTottenhamPremier League · England | 1–0 | Premier League · England |
| 1998-02-14 | TottenhamvLeicesterPremier League · England | 1–1 | Premier League · England |
| 1998-02-07 | BlackburnvTottenhamPremier League · England | 0–3 | Premier League · England |
| 1998-01-31 | DerbyvTottenhamPremier League · England | 2–1 | Premier League · England |
| 1998-01-17 | TottenhamvWest HamPremier League · England | 1–0 | Premier League · England |
| 1998-01-10 | Man UnitedvTottenhamPremier League · England | 2–0 | Premier League · England |