| Samedi 15 août 1998 | ||
| Everton | 0-0 | Aston Villa |
| DERBY COUNTY | 1-0 | Blackburn Rovers |
| Newcastle United | 0-0 | Charlton Athletic |
| COVENTRY | 2-1 | Chelsea |
| Middlesbrough | 0-0 | Leeds United |
| Manchester United | 2-2 | Leicester City |
| Sheffield Wednesday | 0-1 | WEST HAM |
| WIMBLEDON | 3-1 | Tottenham |
| Dimanche 16 août 1998 | ||
| Southampton | 1-2 | LIVERPOOL |
| Lundi 17 août 1998 | ||
| ARSENAL | 2-1 | Nottingham Forest |
| Samedi 22 août 1998 | ||
| Liverpool | 0-0 | Arsenal |
| LEICESTER CITY | 2-0 | Everton |
| Chelsea | 1-1 | Newcastle United |
| NOTTINGHAM FOREST | 1-0 | Coventry |
| West Ham | 0-0 | Manchester United |
| CHARLTON ATHLETIC | 5-0 | Southampton |
| Tottenham | 0-3 | SHEFFIELD WEDNESDAY |
| Derby County | 0-0 | Wimbledon |
| Dimanche 23 août 1998 | ||
| ASTON VILLA | 3-1 | Middlesbrough |
| Lundi 24 août 1998 | ||
| LEEDS UNITED | 1-0 | Blackburn Rovers |
| Samedi 29 août 1998 | ||
| Southampton | 1-2 | NOTTINGHAM FOREST |
| Sheffield Wednesday | 0-1 | ASTON VILLA |
| Middlesbrough | 1-1 | Derby County |
| Arsenal | 0-0 | Charlton Athletic |
| Wimbledon | 1-1 | Leeds United |
| BLACKBURN ROVERS | 1-0 | Leicester City |
| Coventry | 0-0 | West Ham |
| Everton | 0-1 | TOTTENHAM |
| Dimanche 30 août 1998 | ||
| Newcastle United | 1-4 | LIVERPOOL |
| Mercredi 16 décembre 1998 | ||
| Manchester United | 1-1 | Chelsea |
| Mardi 8 septembre 1998 | ||
| LEEDS UNITED | 3-0 | Southampton |
| Nottingham Forest | 0-2 | EVERTON |
| Mercredi 9 septembre 1998 | ||
| Chelsea | 0-0 | Arsenal |
| TOTTENHAM | 2-1 | Blackburn Rovers |
| ASTON VILLA | 1-0 | Newcastle United |
| LIVERPOOL | 2-0 | Coventry |
| Leicester City | 0-1 | MIDDLESBROUGH |
| MANCHESTER UNITED | 4-1 | Charlton Athletic |
| DERBY COUNTY | 1-0 | Sheffield Wednesday |
| West Ham | 3-4 | WIMBLEDON |
| Samedi 12 septembre 1998 | ||
| Leicester City | 1-1 | Arsenal |
| CHELSEA | 2-1 | Nottingham Forest |
| Charlton Athletic | 1-2 | DERBY COUNTY |
| SHEFFIELD WEDNESDAY | 3-0 | Blackburn Rovers |
| MANCHESTER UNITED | 2-0 | Coventry |
| Everton | 0-0 | Leeds United |
| NEWCASTLE UNITED | 4-0 | Southampton |
| WEST HAM | 2-1 | Liverpool |
| ASTON VILLA | 2-0 | Wimbledon |
| Dimanche 13 septembre 1998 | ||
| Tottenham | 0-3 | MIDDLESBROUGH |
| Samedi 19 septembre 1998 | ||
| Middlesbrough | 2-2 | Everton |
| Leeds United | 0-0 | Aston Villa |
| Coventry | 1-5 | NEWCASTLE UNITED |
| Liverpool | 3-3 | Charlton Athletic |
| DERBY COUNTY | 2-0 | Leicester City |
| WIMBLEDON | 2-1 | Sheffield Wednesday |
| Nottingham Forest | 0-0 | West Ham |
| Southampton | 1-1 | Tottenham |
| Dimanche 20 septembre 1998 | ||
| ARSENAL | 3-0 | Manchester United |
| Lundi 21 septembre 1998 | ||
| Blackburn Rovers | 3-4 | CHELSEA |
| MANCHESTER UNITED | 2-0 | Liverpool |
| Samedi 26 septembre 1998 | ||
| SHEFFIELD WEDNESDAY | 1-0 | Arsenal |
| NEWCASTLE UNITED | 2-0 | Nottingham Forest |
| ASTON VILLA | 1-0 | Derby County |
| Everton | 0-0 | Blackburn Rovers |
| Charlton Athletic | 1-1 | Coventry |
| CHELSEA | 2-0 | Middlesbrough |
| Tottenham | 3-3 | Leeds United |
| Dimanche 27 septembre 1998 | ||
| Leicester City | 1-1 | Wimbledon |
| Lundi 28 septembre 1998 | ||
| WEST HAM | 1-0 | Southampton |
| Samedi 3 octobre 1998 | ||
| Wimbledon | 1-2 | EVERTON |
| Coventry | 1-2 | ASTON VILLA |
| Nottingham Forest | 0-1 | CHARLTON ATHLETIC |
| Southampton | 0-3 | MANCHESTER UNITED |
| Leeds United | 0-1 | LEICESTER CITY |
| MIDDLESBROUGH | 4-0 | Sheffield Wednesday |
| BLACKBURN ROVERS | 3-0 | West Ham |
| Derby County | 0-1 | TOTTENHAM |
| Dimanche 4 octobre 1998 | ||
| ARSENAL | 3-0 | Newcastle United |
| Liverpool | 1-1 | Chelsea |
| Samedi 17 octobre 1998 | ||
| West Ham | 0-0 | Aston Villa |
| NEWCASTLE UNITED | 2-1 | Derby County |
| MIDDLESBROUGH | 2-1 | Blackburn Rovers |
| CHELSEA | 2-1 | Charlton Athletic |
| Nottingham Forest | 1-1 | Leeds United |
| Arsenal | 1-1 | Southampton |
| Everton | 0-0 | Liverpool |
| MANCHESTER UNITED | 5-1 | Wimbledon |
| Dimanche 18 octobre 1998 | ||
| COVENTRY | 1-0 | Sheffield Wednesday |
| Lundi 19 octobre 1998 | ||
| LEICESTER CITY | 2-1 | Tottenham |
| Samedi 24 octobre 1998 | ||
| LIVERPOOL | 5-1 | Nottingham Forest |
| Sheffield Wednesday | 0-0 | Everton |
| TOTTENHAM | 2-0 | Newcastle United |
| SOUTHAMPTON | 2-1 | Coventry |
| Leeds United | 0-0 | Chelsea |
| Wimbledon | 2-2 | Middlesbrough |
| Derby County | 1-1 | Manchester United |
| Aston Villa | 1-1 | Leicester City |
| CHARLTON ATHLETIC | 4-2 | West Ham |
| Dimanche 25 octobre 1998 | ||
| Blackburn Rovers | 1-2 | ARSENAL |
| Samedi 31 octobre 1998 | ||
| Coventry | 0-1 | ARSENAL |
| Wimbledon | 1-1 | Blackburn Rovers |
| Derby County | 2-2 | Leeds United |
| Everton | 1-4 | MANCHESTER UNITED |
| Sheffield Wednesday | 0-0 | Southampton |
| LEICESTER CITY | 1-0 | Liverpool |
| Newcastle United | 0-3 | WEST HAM |
| Dimanche 1er novembre 1998 | ||
| Middlesbrough | 1-1 | Nottingham Forest |
| Lundi 2 novembre 1998 | ||
| Tottenham | 2-2 | Charlton Athletic |
| Mercredi 9 décembre 1998 | ||
| CHELSEA | 2-1 | Aston Villa |
| Samedi 7 novembre 1998 | ||
| Liverpool | 1-2 | DERBY COUNTY |
| Manchester United | 0-0 | Newcastle United |
| Blackburn Rovers | 1-2 | COVENTRY |
| West Ham | 1-1 | Chelsea |
| Southampton | 3-3 | Middlesbrough |
| Charlton Athletic | 0-0 | Leicester City |
| Nottingham Forest | 0-1 | WIMBLEDON |
| ASTON VILLA | 3-2 | Tottenham |
| Dimanche 8 novembre 1998 | ||
| ARSENAL | 1-0 | Everton |
| LEEDS UNITED | 2-1 | Sheffield Wednesday |
| Samedi 14 novembre 1998 | ||
| Southampton | 1-4 | ASTON VILLA |
| MANCHESTER UNITED | 3-2 | Blackburn Rovers |
| Charlton Athletic | 1-1 | Middlesbrough |
| Liverpool | 1-3 | LEEDS UNITED |
| WEST HAM | 3-2 | Leicester City |
| Newcastle United | 1-1 | Sheffield Wednesday |
| CHELSEA | 3-0 | Wimbledon |
| Arsenal | 0-0 | Tottenham |
| Dimanche 15 novembre 1998 | ||
| COVENTRY | 3-0 | Everton |
| Lundi 16 novembre 1998 | ||
| Nottingham Forest | 2-2 | Derby County |
| Samedi 21 novembre 1998 | ||
| WIMBLEDON | 1-0 | Arsenal |
| LEEDS UNITED | 4-1 | Charlton Athletic |
| MIDDLESBROUGH | 2-0 | Coventry |
| Leicester City | 2-4 | CHELSEA |
| SHEFFIELD WEDNESDAY | 3-1 | Manchester United |
| Blackburn Rovers | 0-2 | SOUTHAMPTON |
| Aston Villa | 2-4 | LIVERPOOL |
| Nottingham Forest | 0-1 | TOTTENHAM |
| Dimanche 22 novembre 1998 | ||
| Derby County | 0-2 | WEST HAM |
| Lundi 23 novembre 1998 | ||
| EVERTON | 1-0 | Newcastle United |
| Samedi 28 novembre 1998 | ||
| Charlton Athletic | 1-2 | EVERTON |
| Nottingham Forest | 2-2 | Aston Villa |
| Southampton | 0-1 | DERBY COUNTY |
| Coventry | 1-1 | Leicester City |
| Chelsea | 1-1 | Sheffield Wednesday |
| NEWCASTLE UNITED | 3-1 | Wimbledon |
| WEST HAM | 2-1 | Tottenham |
| Dimanche 29 novembre 1998 | ||
| LIVERPOOL | 2-0 | Blackburn Rovers |
| Arsenal | 1-1 | Middlesbrough |
| MANCHESTER UNITED | 3-2 | Leeds United |
| Samedi 5 décembre 1998 | ||
| Derby County | 0-0 | Arsenal |
| BLACKBURN ROVERS | 1-0 | Charlton Athletic |
| WIMBLEDON | 2-1 | Coventry |
| Everton | 0-0 | Chelsea |
| Aston Villa | 1-1 | Manchester United |
| LEICESTER CITY | 2-0 | Southampton |
| TOTTENHAM | 2-1 | Liverpool |
| LEEDS UNITED | 4-0 | West Ham |
| Dimanche 6 décembre 1998 | ||
| Middlesbrough | 2-2 | Newcastle United |
| Lundi 7 décembre 1998 | ||
| SHEFFIELD WEDNESDAY | 3-2 | Nottingham Forest |
| Samedi 12 décembre 1998 | ||
| LEICESTER CITY | 3-1 | Nottingham Forest |
| Blackburn Rovers | 0-0 | Newcastle United |
| SHEFFIELD WEDNESDAY | 3-0 | Charlton Athletic |
| Derby County | 2-2 | Chelsea |
| Tottenham | 2-2 | Manchester United |
| EVERTON | 1-0 | Southampton |
| MIDDLESBROUGH | 1-0 | West Ham |
| Dimanche 13 décembre 1998 | ||
| ASTON VILLA | 3-2 | Arsenal |
| WIMBLEDON | 1-0 | Liverpool |
| Lundi 14 décembre 1998 | ||
| LEEDS UNITED | 2-0 | Coventry |
| Samedi 19 décembre 1998 | ||
| WEST HAM | 2-1 | Everton |
| Coventry | 1-1 | Derby County |
| Nottingham Forest | 2-2 | Blackburn Rovers |
| Manchester United | 2-3 | MIDDLESBROUGH |
| NEWCASTLE UNITED | 1-0 | Leicester City |
| LIVERPOOL | 2-0 | Sheffield Wednesday |
| SOUTHAMPTON | 3-1 | Wimbledon |
| CHELSEA | 2-0 | Tottenham |
| Dimanche 20 décembre 1998 | ||
| ARSENAL | 3-1 | Leeds United |
| Lundi 21 décembre 1998 | ||
| Charlton Athletic | 0-1 | ASTON VILLA |
| Samedi 26 décembre 1998 | ||
| MANCHESTER UNITED | 3-0 | Nottingham Forest |
| BLACKBURN ROVERS | 2-1 | Aston Villa |
| Everton | 0-0 | Derby County |
| WIMBLEDON | 2-1 | Charlton Athletic |
| Southampton | 0-2 | CHELSEA |
| Newcastle United | 0-3 | LEEDS UNITED |
| Sheffield Wednesday | 0-1 | LEICESTER CITY |
| Middlesbrough | 1-3 | LIVERPOOL |
| ARSENAL | 1-0 | West Ham |
| Coventry | 1-1 | Tottenham |
| Lundi 28 décembre 1998 | ||
| Nottingham Forest | 1-1 | Southampton |
| ASTON VILLA | 2-1 | Sheffield Wednesday |
| DERBY COUNTY | 2-1 | Middlesbrough |
| Charlton Athletic | 0-1 | ARSENAL |
| Leicester City | 1-1 | Blackburn Rovers |
| LIVERPOOL | 4-2 | Newcastle United |
| WEST HAM | 2-0 | Coventry |
| TOTTENHAM | 4-1 | Everton |
| Mardi 29 décembre 1998 | ||
| Chelsea | 0-0 | Manchester United |
| Leeds United | 2-2 | Wimbledon |
| Samedi 9 janvier 1999 | ||
| Arsenal | 0-0 | Liverpool |
| Everton | 0-0 | Leicester City |
| BLACKBURN ROVERS | 1-0 | Leeds United |
| Newcastle United | 0-1 | CHELSEA |
| COVENTRY | 4-0 | Nottingham Forest |
| Middlesbrough | 0-0 | Aston Villa |
| SOUTHAMPTON | 3-1 | Charlton Athletic |
| Sheffield Wednesday | 0-0 | Tottenham |
| WIMBLEDON | 2-1 | Derby County |
| Dimanche 10 janvier 1999 | ||
| MANCHESTER UNITED | 4-1 | West Ham |
| Samedi 16 janvier 1999 | ||
| Nottingham Forest | 0-1 | ARSENAL |
| Blackburn Rovers | 0-0 | Derby County |
| CHELSEA | 2-1 | Coventry |
| LEEDS UNITED | 2-0 | Middlesbrough |
| Leicester City | 2-6 | MANCHESTER UNITED |
| LIVERPOOL | 7-1 | Southampton |
| West Ham | 0-4 | SHEFFIELD WEDNESDAY |
| Tottenham | 0-0 | Wimbledon |
| Dimanche 17 janvier 1999 | ||
| Charlton Athletic | 2-2 | Newcastle United |
| Lundi 18 janvier 1999 | ||
| ASTON VILLA | 3-0 | Everton |
| Samedi 30 janvier 1999 | ||
| Everton | 0-1 | NOTTINGHAM FOREST |
| Blackburn Rovers | 1-1 | Tottenham |
| NEWCASTLE UNITED | 2-1 | Aston Villa |
| COVENTRY | 2-1 | Liverpool |
| Middlesbrough | 0-0 | Leicester City |
| SOUTHAMPTON | 3-0 | Leeds United |
| Sheffield Wednesday | 0-1 | DERBY COUNTY |
| Wimbledon | 0-0 | West Ham |
| Dimanche 31 janvier 1999 | ||
| Charlton Athletic | 0-1 | MANCHESTER UNITED |
| ARSENAL | 1-0 | Chelsea |
| Samedi 6 février 1999 | ||
| Nottingham Forest | 1-8 | MANCHESTER UNITED |
| Aston Villa | 1-3 | BLACKBURN ROVERS |
| CHELSEA | 1-0 | Southampton |
| Leeds United | 0-1 | NEWCASTLE UNITED |
| Leicester City | 0-2 | SHEFFIELD WEDNESDAY |
| LIVERPOOL | 3-1 | Middlesbrough |
| West Ham | 0-4 | ARSENAL |
| Tottenham | 0-0 | Coventry |
| Dimanche 7 février 1999 | ||
| DERBY COUNTY | 2-1 | Everton |
| Lundi 8 février 1999 | ||
| CHARLTON ATHLETIC | 2-0 | Wimbledon |
| Samedi 13 février 1999 | ||
| CHARLTON ATHLETIC | 1-0 | Liverpool |
| WEST HAM | 2-1 | Nottingham Forest |
| Mercredi 17 février 1999 | ||
| EVERTON | 5-0 | Middlesbrough |
| Aston Villa | 1-2 | LEEDS UNITED |
| NEWCASTLE UNITED | 4-1 | Coventry |
| Chelsea | 1-1 | Blackburn Rovers |
| Manchester United | 1-1 | Arsenal |
| Mardi 2 mars 1999 | ||
| TOTTENHAM | 3-0 | Southampton |
| Mercredi 3 mars 1999 | ||
| Sheffield Wednesday | 1-2 | WIMBLEDON |
| Mercredi 5 mai 1999 | ||
| Leicester City | 1-2 | DERBY COUNTY |
| Samedi 20 février 1999 | ||
| ARSENAL | 5-0 | Leicester City |
| Nottingham Forest | 1-3 | CHELSEA |
| Derby County | 0-2 | CHARLTON ATHLETIC |
| Blackburn Rovers | 1-4 | SHEFFIELD WEDNESDAY |
| Coventry | 0-1 | MANCHESTER UNITED |
| Middlesbrough | 0-0 | Tottenham |
| LEEDS UNITED | 1-0 | Everton |
| SOUTHAMPTON | 2-1 | Newcastle United |
| Liverpool | 2-2 | West Ham |
| Dimanche 21 février 1999 | ||
| Wimbledon | 0-0 | Aston Villa |
| Samedi 27 février 1999 | ||
| Everton | 1-1 | Wimbledon |
| Aston Villa | 1-4 | COVENTRY |
| Charlton Athletic | 0-0 | Nottingham Forest |
| CHELSEA | 2-1 | Liverpool |
| MANCHESTER UNITED | 2-1 | Southampton |
| SHEFFIELD WEDNESDAY | 3-1 | Middlesbrough |
| WEST HAM | 2-0 | Blackburn Rovers |
| Tottenham | 1-1 | Derby County |
| Dimanche 28 février 1999 | ||
| Newcastle United | 1-1 | Arsenal |
| Lundi 1er mars 1999 | ||
| Leicester City | 1-2 | LEEDS UNITED |
| Samedi 6 mars 1999 | ||
| COVENTRY | 2-1 | Charlton Athletic |
| SOUTHAMPTON | 1-0 | West Ham |
| Wimbledon | 0-1 | LEICESTER CITY |
| Mardi 9 mars 1999 | ||
| ARSENAL | 3-0 | Sheffield Wednesday |
| Mercredi 10 mars 1999 | ||
| LEEDS UNITED | 2-0 | Tottenham |
| Nottingham Forest | 1-2 | NEWCASTLE UNITED |
| Blackburn Rovers | 1-2 | EVERTON |
| DERBY COUNTY | 2-1 | Aston Villa |
| Mercredi 14 avril 1999 | ||
| Middlesbrough | 0-0 | Chelsea |
| Mercredi 5 mai 1999 | ||
| Liverpool | 2-2 | Manchester United |
| Samedi 13 mars 1999 | ||
| Everton | 0-2 | ARSENAL |
| DERBY COUNTY | 3-2 | Liverpool |
| Newcastle United | 1-2 | MANCHESTER UNITED |
| Coventry | 1-1 | Blackburn Rovers |
| Chelsea | 0-1 | WEST HAM |
| Leicester City | 1-1 | Charlton Athletic |
| Sheffield Wednesday | 0-2 | LEEDS UNITED |
| Wimbledon | 1-3 | NOTTINGHAM FOREST |
| TOTTENHAM | 1-0 | Aston Villa |
| Dimanche 14 mars 1999 | ||
| MIDDLESBROUGH | 3-0 | Southampton |
| Samedi 20 mars 1999 | ||
| ARSENAL | 2-0 | Coventry |
| Nottingham Forest | 1-2 | MIDDLESBROUGH |
| BLACKBURN ROVERS | 3-1 | Wimbledon |
| LEEDS UNITED | 4-1 | Derby County |
| SOUTHAMPTON | 1-0 | Sheffield Wednesday |
| WEST HAM | 2-0 | Newcastle United |
| Dimanche 21 mars 1999 | ||
| Aston Villa | 0-3 | CHELSEA |
| MANCHESTER UNITED | 3-1 | Everton |
| Mardi 20 avril 1999 | ||
| Charlton Athletic | 1-4 | TOTTENHAM |
| Mercredi 21 avril 1999 | ||
| Liverpool | 0-1 | LEICESTER CITY |
| Vendredi 2 avril 1999 | ||
| Aston Villa | 0-0 | West Ham |
| Samedi 3 avril 1999 | ||
| Derby County | 3-4 | NEWCASTLE UNITED |
| Blackburn Rovers | 0-0 | Middlesbrough |
| Charlton Athletic | 0-1 | CHELSEA |
| LEEDS UNITED | 3-1 | Nottingham Forest |
| Southampton | 0-0 | Arsenal |
| LIVERPOOL | 3-2 | Everton |
| Sheffield Wednesday | 1-2 | COVENTRY |
| Wimbledon | 1-1 | Manchester United |
| Tottenham | 0-2 | LEICESTER CITY |
| Mercredi 3 février 1999 | ||
| MANCHESTER UNITED | 1-0 | Derby County |
| Lundi 5 avril 1999 | ||
| Nottingham Forest | 2-2 | Liverpool |
| Everton | 1-2 | SHEFFIELD WEDNESDAY |
| Newcastle United | 1-1 | Tottenham |
| COVENTRY | 1-0 | Southampton |
| MIDDLESBROUGH | 3-0 | Wimbledon |
| West Ham | 0-1 | CHARLTON ATHLETIC |
| Mardi 6 avril 1999 | ||
| ARSENAL | 1-0 | Blackburn Rovers |
| Leicester City | 2-2 | Aston Villa |
| Mercredi 5 mai 1999 | ||
| CHELSEA | 1-0 | Leeds United |
| Samedi 10 avril 1999 | ||
| ASTON VILLA | 3-0 | Southampton |
| DERBY COUNTY | 1-0 | Nottingham Forest |
| MIDDLESBROUGH | 2-0 | Charlton Athletic |
| Leicester City | 0-0 | West Ham |
| Dimanche 11 avril 1999 | ||
| Wimbledon | 1-2 | CHELSEA |
| EVERTON | 2-0 | Coventry |
| Lundi 12 avril 1999 | ||
| Leeds United | 0-0 | Liverpool |
| Mercredi 21 avril 1999 | ||
| Sheffield Wednesday | 1-1 | Newcastle United |
| Mercredi 5 mai 1999 | ||
| Tottenham | 1-3 | ARSENAL |
| Mercredi 12 mai 1999 | ||
| Blackburn Rovers | 0-0 | Manchester United |
| Samedi 17 avril 1999 | ||
| Newcastle United | 1-3 | EVERTON |
| Charlton Athletic | 1-1 | Leeds United |
| Coventry | 1-2 | MIDDLESBROUGH |
| MANCHESTER UNITED | 3-0 | Sheffield Wednesday |
| Southampton | 3-3 | Blackburn Rovers |
| Liverpool | 0-1 | ASTON VILLA |
| WEST HAM | 5-1 | Derby County |
| TOTTENHAM | 2-0 | Nottingham Forest |
| Dimanche 18 avril 1999 | ||
| Chelsea | 2-2 | Leicester City |
| Lundi 19 avril 1999 | ||
| ARSENAL | 5-1 | Wimbledon |
| Samedi 24 avril 1999 | ||
| EVERTON | 4-1 | Charlton Athletic |
| ASTON VILLA | 2-0 | Nottingham Forest |
| Derby County | 0-0 | Southampton |
| Blackburn Rovers | 1-3 | LIVERPOOL |
| Middlesbrough | 1-6 | ARSENAL |
| LEICESTER CITY | 1-0 | Coventry |
| Wimbledon | 1-1 | Newcastle United |
| Tottenham | 1-2 | WEST HAM |
| Dimanche 25 avril 1999 | ||
| Leeds United | 1-1 | Manchester United |
| Sheffield Wednesday | 0-0 | Chelsea |
| Samedi 1er mai 1999 | ||
| NOTTINGHAM FOREST | 2-0 | Sheffield Wednesday |
| Newcastle United | 1-1 | Middlesbrough |
| Charlton Athletic | 0-0 | Blackburn Rovers |
| COVENTRY | 2-1 | Wimbledon |
| CHELSEA | 3-1 | Everton |
| MANCHESTER UNITED | 2-1 | Aston Villa |
| SOUTHAMPTON | 2-1 | Leicester City |
| LIVERPOOL | 3-2 | Tottenham |
| West Ham | 1-5 | LEEDS UNITED |
| Dimanche 2 mai 1999 | ||
| ARSENAL | 1-0 | Derby County |
| Samedi 8 mai 1999 | ||
| EVERTON | 6-0 | West Ham |
| Aston Villa | 3-4 | CHARLTON ATHLETIC |
| Derby County | 0-0 | Coventry |
| Blackburn Rovers | 1-2 | NOTTINGHAM FOREST |
| LEICESTER CITY | 2-0 | Newcastle United |
| SHEFFIELD WEDNESDAY | 1-0 | Liverpool |
| Wimbledon | 0-2 | SOUTHAMPTON |
| Dimanche 9 mai 1999 | ||
| Middlesbrough | 0-1 | MANCHESTER UNITED |
| Lundi 10 mai 1999 | ||
| Tottenham | 2-2 | Chelsea |
| Mardi 11 mai 1999 | ||
| LEEDS UNITED | 1-0 | Arsenal |
| Dimanche 16 mai 1999 | ||
| ARSENAL | 1-0 | Aston Villa |
| NOTTINGHAM FOREST | 1-0 | Leicester City |
| Newcastle United | 1-1 | Blackburn Rovers |
| Charlton Athletic | 0-1 | SHEFFIELD WEDNESDAY |
| Coventry | 2-2 | Leeds United |
| CHELSEA | 2-1 | Derby County |
| MANCHESTER UNITED | 2-1 | Tottenham |
| SOUTHAMPTON | 2-0 | Everton |
| LIVERPOOL | 3-0 | Wimbledon |
| WEST HAM | 4-0 | Middlesbrough |