| 10 Mar 1999 |
Leeds United
|
2–0
|
Tottenham Hotspur
|
H
|
ENG · Premier League
|
| 02 Mar 1999 |
Tottenham Hotspur
|
3–0
|
Southampton
|
H
|
ENG · Premier League
|
| 27 Feb 1999 |
Tottenham Hotspur
|
1–1
|
Derby County
|
D
|
ENG · Premier League
|
| 24 Feb 1999 |
Tottenham Hotspur
|
2–0
|
Leeds United
|
H
|
ENG · FA Cup
Round 5
|
| 20 Feb 1999 |
Middlesbrough
|
0–0
|
Tottenham Hotspur
|
D
|
ENG · Premier League
|
| 16 Feb 1999 |
Wimbledon
|
0–1
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Semi-final · Leg 2
|
| 13 Feb 1999 |
Leeds United
|
1–1
|
Tottenham Hotspur
|
D
|
ENG · FA Cup
Round 5
|
| 06 Feb 1999 |
Tottenham Hotspur
|
0–0
|
Coventry City
|
D
|
ENG · Premier League
|
| 02 Feb 1999 |
Tottenham Hotspur
|
3–0
|
Wimbledon
|
H
|
ENG · FA Cup
Round 4
|
| 30 Jan 1999 |
Blackburn Rovers
|
1–1
|
Tottenham Hotspur
|
D
|
ENG · Premier League
|
| 27 Jan 1999 |
Tottenham Hotspur
|
0–0
|
Wimbledon
|
D
|
ENG · League Cup
Semi-final · Leg 1
|
| 23 Jan 1999 |
Wimbledon
|
1–1
|
Tottenham Hotspur
|
D
|
ENG · FA Cup
Round 4
|
| 16 Jan 1999 |
Tottenham Hotspur
|
0–0
|
Wimbledon
|
D
|
ENG · Premier League
|
| 09 Jan 1999 |
Sheffield Wednesday
|
0–0
|
Tottenham Hotspur
|
D
|
ENG · Premier League
|
| 02 Jan 1999 |
Tottenham Hotspur
|
5–2
|
Watford
|
H
|
ENG · FA Cup
Round 3
|
| 28 Dec 1998 |
Tottenham Hotspur
|
4–1
|
Everton
|
H
|
ENG · Premier League
|
| 26 Dec 1998 |
Coventry City
|
1–1
|
Tottenham Hotspur
|
D
|
ENG · Premier League
|
| 19 Dec 1998 |
Chelsea
|
2–0
|
Tottenham Hotspur
|
H
|
ENG · Premier League
|
| 12 Dec 1998 |
Tottenham Hotspur
|
2–2
|
Manchester United
|
D
|
ENG · Premier League
|
| 05 Dec 1998 |
Tottenham Hotspur
|
2–1
|
Liverpool
|
H
|
ENG · Premier League
|
| 02 Dec 1998 |
Tottenham Hotspur
|
3–1
|
Manchester United
|
H
|
ENG · League Cup
Round 5
|
| 28 Nov 1998 |
West Ham United
|
2–1
|
Tottenham Hotspur
|
H
|
ENG · Premier League
|
| 21 Nov 1998 |
Tottenham Hotspur
|
2–0
|
Nottingham Forest
|
H
|
ENG · Premier League
|
| 14 Nov 1998 |
Arsenal
|
0–0
|
Tottenham Hotspur
|
D
|
ENG · Premier League
|
| 10 Nov 1998 |
Liverpool
|
1–3
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Round 4
|
| 07 Nov 1998 |
Aston Villa
|
3–2
|
Tottenham Hotspur
|
H
|
ENG · Premier League
|
| 02 Nov 1998 |
Tottenham Hotspur
|
2–2
|
Charlton Athletic
|
D
|
ENG · Premier League
|
| 27 Oct 1998 |
Northampton Town
|
1–3
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Round 3
|
| 24 Oct 1998 |
Tottenham Hotspur
|
2–0
|
Newcastle United
|
H
|
ENG · Premier League
|
| 19 Oct 1998 |
Leicester City
|
2–1
|
Tottenham Hotspur
|
H
|
ENG · Premier League
|
| 03 Oct 1998 |
Derby County
|
0–1
|
Tottenham Hotspur
|
A
|
ENG · Premier League
|
| 26 Sep 1998 |
Tottenham Hotspur
|
3–3
|
Leeds United
|
D
|
ENG · Premier League
|
| 23 Sep 1998 |
Tottenham Hotspur
|
3–2
|
Brentford
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 19 Sep 1998 |
Southampton
|
1–1
|
Tottenham Hotspur
|
D
|
ENG · Premier League
|
| 15 Sep 1998 |
Brentford
|
2–3
|
Tottenham Hotspur
|
A
|
ENG · League Cup
Round 2 · Leg 1
|
| 13 Sep 1998 |
Tottenham Hotspur
|
0–3
|
Middlesbrough
|
A
|
ENG · Premier League
|
| 09 Sep 1998 |
Tottenham Hotspur
|
2–1
|
Blackburn Rovers
|
H
|
ENG · Premier League
|
| 29 Aug 1998 |
Everton
|
0–1
|
Tottenham Hotspur
|
A
|
ENG · Premier League
|
| 22 Aug 1998 |
Tottenham Hotspur
|
0–3
|
Sheffield Wednesday
|
A
|
ENG · Premier League
|
| 15 Aug 1998 |
Wimbledon
|
3–1
|
Tottenham Hotspur
|
H
|
ENG · Premier League
|
