| Date |
Competition |
Match |
Att/KO |
View |
| Sat 15th Aug |
League |
Wimbledon |
3-1 |
Tottenham Hotspur |
- |
Table
|
| Sat 22nd Aug |
League |
Tottenham Hotspur |
0-3 |
Sheffield Wednesday |
- |
Table
|
| Sat 29th Aug |
League |
Everton |
0-1 |
Tottenham Hotspur |
- |
Table
|
| Wed 9th Sep |
League |
Tottenham Hotspur |
2-1 |
Blackburn Rovers |
- |
Table
|
| Sun 13th Sep |
League |
Tottenham Hotspur |
0-3 |
Middlesbrough |
- |
Table
|
| Tue 15th Sep |
League Cup |
Brentford |
2-3 |
Tottenham Hotspur |
11,831 |
Table
|
| Sat 19th Sep |
League |
Southampton |
1-1 |
Tottenham Hotspur |
- |
Table
|
| Wed 23rd Sep |
League Cup |
Tottenham Hotspur |
3-2 |
Brentford |
22,980 |
Table
|
| Sat 26th Sep |
League |
Tottenham Hotspur |
3-3 |
Leeds United |
- |
Table
|
| Sat 3rd Oct |
League |
Derby County |
0-1 |
Tottenham Hotspur |
- |
Table
|
| Mon 19th Oct |
League |
Leicester City |
2-1 |
Tottenham Hotspur |
- |
Table
|
| Sat 24th Oct |
League |
Tottenham Hotspur |
2-0 |
Newcastle United |
- |
Table
|
| Tue 27th Oct |
League Cup |
Northampton Town |
1-3 |
Tottenham Hotspur |
7,422 |
Table
|
| Mon 2nd Nov |
League |
Tottenham Hotspur |
2-2 |
Charlton Athletic |
- |
Table
|
| Sat 7th Nov |
League |
Aston Villa |
3-2 |
Tottenham Hotspur |
- |
Table
|
| Tue 10th Nov |
League Cup |
Liverpool |
1-3 |
Tottenham Hotspur |
20,772 |
Table
|
| Sat 14th Nov |
League |
Arsenal |
0-0 |
Tottenham Hotspur |
- |
Table
|
| Sat 21st Nov |
League |
Tottenham Hotspur |
2-0 |
Nottingham Forest |
- |
Table
|
| Sat 28th Nov |
League |
West Ham United |
2-1 |
Tottenham Hotspur |
- |
Table
|
| Wed 2nd Dec |
League Cup |
Tottenham Hotspur |
3-1 |
Manchester United |
35,702 |
Table
|
| Sat 5th Dec |
League |
Tottenham Hotspur |
2-1 |
Liverpool |
- |
Table
|
| Sat 12th Dec |
League |
Tottenham Hotspur |
2-2 |
Manchester United |
- |
Table
|
| Sat 19th Dec |
League |
Chelsea |
2-0 |
Tottenham Hotspur |
- |
Table
|
| Sat 26th Dec |
League |
Coventry City |
1-1 |
Tottenham Hotspur |
- |
Table
|
| Mon 28th Dec |
League |
Tottenham Hotspur |
4-1 |
Everton |
- |
Table
|
| Sat 2nd Jan |
F.A. Cup |
Tottenham Hotspur |
5-2 |
Watford |
36,022 |
Table
|
| Sat 9th Jan |
League |
Sheffield Wednesday |
0-0 |
Tottenham Hotspur |
- |
Table
|
| Sat 16th Jan |
League |
Tottenham Hotspur |
0-0 |
Wimbledon |
- |
Table
|
| Sat 23rd Jan |
F.A. Cup |
Wimbledon |
1-1 |
Tottenham Hotspur |
22,229 |
Table
|
| Wed 27th Jan |
League Cup |
Tottenham Hotspur |
0-0 |
Wimbledon |
35,997 |
Table
|
| Sat 30th Jan |
League |
Blackburn Rovers |
1-1 |
Tottenham Hotspur |
- |
Table
|
| Tue 2nd Feb |
F.A. Cup |
Tottenham Hotspur |
3-0 |
Wimbledon |
24,049 |
Table
|
| Sat 6th Feb |
League |
Tottenham Hotspur |
0-0 |
Coventry City |
- |
Table
|
| Sat 13th Feb |
F.A. Cup |
Leeds United |
1-1 |
Tottenham Hotspur |
39,696 |
Table
|
| Tue 16th Feb |
League Cup |
Wimbledon |
0-1 |
Tottenham Hotspur |
25,204 |
Table
|
| Sat 20th Feb |
League |
Middlesbrough |
0-0 |
Tottenham Hotspur |
- |
Table
|
| Wed 24th Feb |
F.A. Cup |
Tottenham Hotspur |
2-0 |
Leeds United |
32,307 |
Table
|
| Sat 27th Feb |
League |
Tottenham Hotspur |
1-1 |
Derby County |
- |
Table
|
| Tue 2nd Mar |
League |
Tottenham Hotspur |
3-0 |
Southampton |
- |
Table
|
| Wed 10th Mar |
League |
Leeds United |
2-0 |
Tottenham Hotspur |
- |
Table
|
| Sat 13th Mar |
League |
Tottenham Hotspur |
1-0 |
Aston Villa |
- |
Table
|
| Tue 16th Mar |
F.A. Cup |
Barnsley |
0-1 |
Tottenham Hotspur |
18,793 |
Table
|
| Sun 21st Mar |
League Cup |
Leicester City |
0-1 |
Tottenham Hotspur |
77,892 |
Table
|
| Sat 3rd Apr |
League |
Tottenham Hotspur |
0-2 |
Leicester City |
- |
Table
|
| Mon 5th Apr |
League |
Newcastle United |
1-1 |
Tottenham Hotspur |
- |
Table
|
| Sun 11th Apr |
F.A. Cup |
Newcastle United |
2-0 |
Tottenham Hotspur |
53,609 |
Table
|
| Sat 17th Apr |
League |
Nottingham Forest |
0-1 |
Tottenham Hotspur |
- |
Table
|
| Tue 20th Apr |
League |
Charlton Athletic |
1-4 |
Tottenham Hotspur |
- |
Table
|
| Sat 24th Apr |
League |
Tottenham Hotspur |
1-2 |
West Ham United |
- |
Table
|
| Sat 1st May |
League |
Liverpool |
3-2 |
Tottenham Hotspur |
- |
Table
|
| Wed 5th May |
League |
Tottenham Hotspur |
1-3 |
Arsenal |
- |
Table
|
| Mon 10th May |
League |
Tottenham Hotspur |
2-2 |
Chelsea |
- |
Table
|
| Sun 16th May |
League |
Manchester United |
2-1 |
Tottenham Hotspur |
- |
Table
|
Tottenham Hotspur's Match Result Analysis 1998/1999
| Venue |
Played |
Won |
Drawn |
Lost |
For |
Against |
| Home |
25 |
12 |
8 |
5 |
44 |
31 |
| Away |
26 |
9 |
9 |
8 |
32 |
30 |
| Neutral |
2 |
1 |
0 |
1 |
1 |
2 |
| Total |
53 |
22 |
17 |
14 |
77 |
63 |