Games
| date |
season |
round |
team |
score |
team |
venue |
referee |
attendance |
sources |
| May 16, 1999 |
1998-1999 |
38 |
Manchester United |
2 - 1 |
Tottenham Hotspur |
Old Trafford |
|
— |
2 |
| May 10, 1999 |
1998-1999 |
37 |
Chelsea |
2 - 2 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| May 5, 1999 |
1998-1999 |
33 |
Arsenal |
3 - 1 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| May 1, 1999 |
1998-1999 |
36 |
Liverpool |
3 - 2 |
Tottenham Hotspur |
Anfield |
|
— |
2 |
| April 24, 1999 |
1998-1999 |
35 |
Tottenham Hotspur |
1 - 2 |
West Ham United |
White Hart Lane |
|
— |
2 |
| April 20, 1999 |
1998-1999 |
30 |
Charlton Athletic |
1 - 4 |
Tottenham Hotspur |
The Valley |
|
— |
2 |
| April 17, 1999 |
1998-1999 |
34 |
Nottingham Forest |
0 - 1 |
Tottenham Hotspur |
The City Ground |
|
— |
2 |
| April 5, 1999 |
1998-1999 |
32 |
Newcastle United |
1 - 1 |
Tottenham Hotspur |
St James' Park |
|
— |
2 |
| April 3, 1999 |
1998-1999 |
31 |
Leicester City |
2 - 0 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| March 13, 1999 |
1998-1999 |
29 |
Aston Villa |
0 - 1 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| March 11, 1999 |
1998-1999 |
28 |
Leeds United |
2 - 0 |
Tottenham Hotspur |
Elland Road |
|
— |
1 |
| March 10, 1999 |
1998-1999 |
28 |
Leeds United |
2 - 0 |
Tottenham Hotspur |
Elland Road |
|
— |
1 |
| March 2, 1999 |
1998-1999 |
25 |
Southampton |
0 - 3 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Feb. 27, 1999 |
1998-1999 |
27 |
Derby County |
1 - 1 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Feb. 20, 1999 |
1998-1999 |
26 |
Middlesbrough |
0 - 0 |
Tottenham Hotspur |
Riverside Stadium |
|
— |
2 |
| Feb. 6, 1999 |
1998-1999 |
24 |
Coventry City |
0 - 0 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Jan. 30, 1999 |
1998-1999 |
23 |
Blackburn Rovers |
1 - 1 |
Tottenham Hotspur |
Ewood Park |
|
— |
2 |
| Jan. 16, 1999 |
1998-1999 |
22 |
Tottenham Hotspur |
0 - 0 |
Wimbledon FC |
White Hart Lane |
|
— |
2 |
| Jan. 9, 1999 |
1998-1999 |
21 |
Sheffield Wednesday |
0 - 0 |
Tottenham Hotspur |
Hillsborough Stadium |
|
— |
2 |
| Dec. 28, 1998 |
1998-1999 |
20 |
Everton |
1 - 4 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Dec. 26, 1998 |
1998-1999 |
19 |
Coventry City |
1 - 1 |
Tottenham Hotspur |
Highfield Road |
|
— |
2 |
| Dec. 19, 1998 |
1998-1999 |
18 |
Chelsea |
2 - 0 |
Tottenham Hotspur |
Stamford Bridge |
|
— |
2 |
| Dec. 12, 1998 |
1998-1999 |
17 |
Manchester United |
2 - 2 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Dec. 5, 1998 |
1998-1999 |
16 |
Liverpool |
1 - 2 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Nov. 28, 1998 |
1998-1999 |
15 |
Tottenham Hotspur |
1 - 2 |
West Ham United |
Upton Park |
|
— |
2 |
| Nov. 21, 1998 |
1998-1999 |
14 |
Nottingham Forest |
0 - 2 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Nov. 14, 1998 |
1998-1999 |
13 |
Arsenal |
0 - 0 |
Tottenham Hotspur |
Arsenal Stadium |
|
— |
2 |
| Nov. 7, 1998 |
1998-1999 |
12 |
Aston Villa |
3 - 2 |
Tottenham Hotspur |
Villa Park |
|
— |
2 |
| Nov. 2, 1998 |
1998-1999 |
11 |
Charlton Athletic |
2 - 2 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Oct. 24, 1998 |
1998-1999 |
10 |
Newcastle United |
0 - 2 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Oct. 19, 1998 |
1998-1999 |
9 |
Leicester City |
2 - 1 |
Tottenham Hotspur |
Filbert Street |
|
— |
2 |
| Oct. 3, 1998 |
1998-1999 |
8 |
Derby County |
0 - 1 |
Tottenham Hotspur |
Pride Park Stadium |
|
— |
2 |
| Sept. 26, 1998 |
1998-1999 |
7 |
Leeds United |
3 - 3 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Sept. 19, 1998 |
1998-1999 |
6 |
Southampton |
1 - 1 |
Tottenham Hotspur |
The Dell |
|
— |
2 |
| Sept. 13, 1998 |
1998-1999 |
5 |
Middlesbrough |
3 - 0 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Sept. 9, 1998 |
1998-1999 |
4 |
Blackburn Rovers |
1 - 2 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Aug. 29, 1998 |
1998-1999 |
3 |
Everton |
0 - 1 |
Tottenham Hotspur |
Goodison Park |
|
— |
2 |
| Aug. 22, 1998 |
1998-1999 |
2 |
Sheffield Wednesday |
3 - 0 |
Tottenham Hotspur |
White Hart Lane |
|
— |
2 |
| Aug. 15, 1998 |
1998-1999 |
1 |
Tottenham Hotspur |
1 - 3 |
Wimbledon FC |
Selhurst Park |
|
— |
2 |