1997/98◄ Tottenham Hotspur Results ►1999/00
Season 1998/99
League & Cup Results
| Game | Date | Opposition | Result | H/A | Venue | Competition |
| 1 | 15/08/1998 | Wimbledon | Lost 1-3 | Away | Selhurst Park | Premier League |
| 2 | 22/08/1998 | Sheffield Wednesday | Lost 0-3 | Home | White Hart Lane | Premier League |
| 3 | 29/08/1998 | Everton | Won 1-0 | Away | Goodison Park | Premier League |
| 4 | 09/09/1998 | Blackburn Rovers | Won 2-1 | Home | White Hart Lane | Premier League |
| 5 | 13/09/1998 | Middlesbrough | Lost 0-3 | Home | White Hart Lane | Premier League |
| 6 | 15/09/1998 | Brentford | Won 3-2 | Away | Griffin Park | League Cup 2nd Round 1st Leg |
| 7 | 19/09/1998 | Southampton | Drew 1-1 | Away | The Dell | Premier League |
| 8 | 23/09/1998 | Brentford | Won 3-2 | Home | White Hart Lane | League Cup 2nd Round 2nd Leg |
| Tottenham Hotspur Won 6-4 on aggregate | ||||||
| 9 | 26/09/1998 | Leeds United | Drew 3-3 | Home | White Hart Lane | Premier League |
| 10 | 03/10/1998 | Derby County | Won 1-0 | Away | Pride Park | Premier League |
| 11 | 19/10/1998 | Leicester City | Lost 1-2 | Away | Filbert Street | Premier League |
| 12 | 24/10/1998 | Newcastle United | Won 2-0 | Home | White Hart Lane | Premier League |
| 13 | 27/10/1998 | Northampton Town | Won 3-1 | Away | Sixfields Stadium | League Cup 3rd Round |
| 14 | 02/11/1998 | Charlton Athletic | Drew 2-2 | Home | White Hart Lane | Premier League |
| 15 | 07/11/1998 | Aston Villa | Lost 2-3 | Away | Villa Park | Premier League |
| 16 | 10/11/1998 | Liverpool | Won 3-1 | Away | Anfield | League Cup 4th Round |
| 17 | 14/11/1998 | Arsenal | Drew 0-0 | Away | Highbury | Premier League |
| 18 | 21/11/1998 | Nottingham Forest | Won 2-0 | Home | White Hart Lane | Premier League |
| 19 | 28/11/1998 | West Ham United | Lost 1-2 | Away | Boleyn Ground | Premier League |
| 20 | 02/12/1998 | Manchester United | Won 3-1 | Home | White Hart Lane | League Cup Quarter Finals |
| 21 | 05/12/1998 | Liverpool | Won 2-1 | Home | White Hart Lane | Premier League |
| 22 | 12/12/1998 | Manchester United | Drew 2-2 | Home | White Hart Lane | Premier League |
| 23 | 19/12/1998 | Chelsea | Lost 0-2 | Away | Stamford Bridge | Premier League |
| 24 | 26/12/1998 | Coventry City | Drew 1-1 | Away | Highfield Road | Premier League |
| 25 | 28/12/1998 | Everton | Won 4-1 | Home | White Hart Lane | Premier League |
| 26 | 02/01/1999 | Watford | Won 5-2 | Home | White Hart Lane | FA Cup 3rd Round |
| 27 | 09/01/1999 | Sheffield Wednesday | Drew 0-0 | Away | Hillsborough | Premier League |
| 28 | 16/01/1999 | Wimbledon | Drew 0-0 | Home | White Hart Lane | Premier League |
| 29 | 23/01/1999 | Wimbledon | Drew 1-1 | Away | Selhurst Park | FA Cup 4th Round |
| 30 | 27/01/1999 | Wimbledon | Drew 0-0 | Home | White Hart Lane | League Cup Semi Finals 1st Leg |
| 31 | 30/01/1999 | Blackburn Rovers | Drew 1-1 | Away | Ewood Park | Premier League |
| 32 | 02/02/1999 | Wimbledon | Won 3-0 | Home | White Hart Lane | FA Cup 4th Round Replay |
| 33 | 06/02/1999 | Coventry City | Drew 0-0 | Home | White Hart Lane | Premier League |
| 34 | 13/02/1999 | Leeds United | Drew 1-1 | Away | Elland Road | FA Cup 5th Round |
| 35 | 16/02/1999 | Wimbledon | Won 1-0 | Away | Selhurst Park | League Cup Semi Finals 2nd Leg |
| Tottenham Hotspur Won 4-0 on aggregate | ||||||
| 36 | 20/02/1999 | Middlesbrough | Drew 0-0 | Away | Riverside Stadium | Premier League |
| 37 | 24/02/1999 | Leeds United | Won 2-0 | Home | White Hart Lane | FA Cup 5th Round Replay |
| 38 | 27/02/1999 | Derby County | Drew 1-1 | Home | White Hart Lane | Premier League |
| 39 | 02/03/1999 | Southampton | Won 3-0 | Home | White Hart Lane | Premier League |
| 40 | 10/03/1999 | Leeds United | Lost 0-2 | Away | Elland Road | Premier League |
| 41 | 13/03/1999 | Aston Villa | Won 1-0 | Home | White Hart Lane | Premier League |
| 42 | 16/03/1999 | Barnsley | Won 1-0 | Away | Oakwell | FA Cup Quarter Finals |
| 43 | 21/03/1999 | Leicester City | Won 1-0 | Neutral | Wembley Stadium | League Cup Final |
| 44 | 03/04/1999 | Leicester City | Lost 0-2 | Home | White Hart Lane | Premier League |
| 45 | 05/04/1999 | Newcastle United | Drew 1-1 | Away | St James' Park | Premier League |
| 46 | 11/04/1999 | Newcastle United | Lost 0-2 | Neutral | Old Trafford | FA Cup Semi Finals |
| 47 | 17/04/1999 | Nottingham Forest | Won 1-0 | Away | City Ground | Premier League |
| 48 | 20/04/1999 | Charlton Athletic | Won 4-1 | Away | The Valley | Premier League |
| 49 | 24/04/1999 | West Ham United | Lost 1-2 | Home | White Hart Lane | Premier League |
| 50 | 01/05/1999 | Liverpool | Lost 2-3 | Away | Anfield | Premier League |
| 51 | 05/05/1999 | Arsenal | Lost 1-3 | Home | White Hart Lane | Premier League |
| 52 | 10/05/1999 | Chelsea | Drew 2-2 | Home | White Hart Lane | Premier League |
| 53 | 16/05/1999 | Manchester United | Lost 1-2 | Away | Old Trafford | Premier League |
End of Season Review
| League Record | ||||||||
| Pos | Pld | W | D | L | F | A | GD | Pts |
| 11th | 38 | 11 | 14 | 13 | 47 | 50 | -3 | 47 |
| Click here for final League Standings | ||||||||
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Cup Record |
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| Competition | Round Reached | Knocked Out By/Beat |
| FA Cup | Semi Finals | Newcastle United |
| Football League Cup | Winners | Leicester City |
Manager(s)
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1997/98◄ Tottenham Hotspur Results ►1999/00