| FA Premier | ||||
| Date | Home | H | A | Away |
| 14/05/2000 | Aston Villa | 0 | 1 | Manchester United (C) |
| 14/05/2000 | Bradford City (P) | 1 | 0 | Liverpool |
| 14/05/2000 | Chelsea | 4 | 0 | Derby County |
| 14/05/2000 | Everton | 0 | 2 | Middlesbrough |
| 14/05/2000 | Newcastle United | 4 | 2 | Arsenal |
| 14/05/2000 | Sheffield Wednesday | 4 | 0 | Leicester City |
| 14/05/2000 | Southampton | 2 | 0 | Wimbledon |
| 14/05/2000 | Tottenham Hotspur | 3 | 1 | Sunderland (P) |
| 14/05/2000 | Watford (P) | 1 | 0 | Coventry City |
| 14/05/2000 | West Ham United | 0 | 0 | Leeds United |
| 09/05/2000 | Arsenal | 3 | 3 | Sheffield Wednesday |
| 08/05/2000 | Leeds United | 1 | 1 | Everton |
| 07/05/2000 | Liverpool | 0 | 0 | Southampton |
| 06/05/2000 | Arsenal | 2 | 1 | Chelsea |
| 06/05/2000 | Coventry City | 4 | 1 | Sheffield Wednesday |
| 06/05/2000 | Derby County | 0 | 0 | Newcastle United |
| 06/05/2000 | Leicester City | 3 | 0 | Bradford City (P) |
| 06/05/2000 | Manchester United (C) | 3 | 1 | Tottenham Hotspur |
| 06/05/2000 | Middlesbrough | 1 | 1 | Watford (P) |
| 06/05/2000 | Sunderland (P) | 1 | 0 | West Ham United |
| 06/05/2000 | Wimbledon | 2 | 2 | Aston Villa |
| 03/05/2000 | Leeds United | 3 | 1 | Watford (P) |
| 03/05/2000 | Liverpool | 0 | 2 | Leicester City |
| 02/05/2000 | Arsenal | 2 | 1 | West Ham United |
| 02/05/2000 | Middlesbrough | 2 | 2 | Newcastle United |
| 30/04/2000 | Bradford City (P) | 3 | 0 | Wimbledon |
| 30/04/2000 | Sheffield Wednesday | 0 | 3 | Leeds United |
| 29/04/2000 | Aston Villa | 1 | 1 | Sunderland (P) |
| 29/04/2000 | Chelsea | 2 | 0 | Liverpool |
| 29/04/2000 | Everton | 0 | 1 | Arsenal |
| 29/04/2000 | Newcastle United | 2 | 0 | Coventry City |
| 29/04/2000 | Southampton | 1 | 2 | Leicester City |
| 29/04/2000 | Tottenham Hotspur | 1 | 1 | Derby County |
| 29/04/2000 | Watford (P) | 2 | 3 | Manchester United (C) |
| 29/04/2000 | West Ham United | 0 | 1 | Middlesbrough |
| 24/04/2000 | Derby County | 2 | 0 | Southampton |
| 24/04/2000 | Manchester United (C) | 3 | 2 | Chelsea |
| 24/04/2000 | Sunderland (P) | 0 | 1 | Bradford City (P) |
| 23/04/2000 | Newcastle United | 2 | 2 | Leeds United |
| 23/04/2000 | Watford (P) | 2 | 3 | Arsenal |
| 22/04/2000 | Aston Villa | 2 | 2 | Leicester City |
| 22/04/2000 | Chelsea | 1 | 1 | Middlesbrough |
| 22/04/2000 | Sheffield Wednesday | 0 | 2 | Sunderland (P) |
| 22/04/2000 | Southampton | 1 | 3 | Manchester United (C) |
| 22/04/2000 | Tottenham Hotspur | 2 | 0 | Wimbledon |
| 22/04/2000 | West Ham United | 5 | 0 | Coventry City |
| 21/04/2000 | Bradford City (P) | 4 | 4 | Derby County |
| 21/04/2000 | Everton | 0 | 0 | Liverpool |
| 19/04/2000 | Leicester City | 0 | 1 | Tottenham Hotspur |
| 16/04/2000 | Leeds United | 0 | 4 | Arsenal |
| 16/04/2000 | Wimbledon | 1 | 2 | Liverpool |
| 15/04/2000 | Coventry City | 2 | 1 | Middlesbrough |
| 15/04/2000 | Derby County | 1 | 2 | West Ham United |
| 15/04/2000 | Everton | 4 | 0 | Bradford City (P) |
| 15/04/2000 | Manchester United (C) | 4 | 0 | Sunderland (P) |
| 15/04/2000 | Newcastle United | 0 | 2 | Leicester City |
| 15/04/2000 | Sheffield Wednesday | 1 | 0 | Chelsea |
| 15/04/2000 | Southampton | 2 | 0 | Watford (P) |
| 15/04/2000 | Tottenham Hotspur | 2 | 4 | Aston Villa |
| 12/04/2000 | Chelsea | 2 | 1 | Coventry City |
| 12/04/2000 | West Ham United | 2 | 1 | Newcastle United |
| 12/04/2000 | Wimbledon | 0 | 2 | Sheffield Wednesday |
| 10/04/2000 | Middlesbrough | 3 | 4 | Manchester United (C) |
| 09/04/2000 | Aston Villa | 1 | 0 | Leeds United |
| 09/04/2000 | Liverpool | 2 | 0 | Tottenham Hotspur |
| 08/04/2000 | Bradford City (P) | 1 | 2 | Southampton |
| 08/04/2000 | Leicester City | 1 | 1 | Everton |
| 08/04/2000 | Sunderland (P) | 2 | 1 | Wimbledon |
| 08/04/2000 | Watford (P) | 0 | 0 | Derby County |
| 05/04/2000 | Sheffield Wednesday | 0 | 1 | Aston Villa |
| 03/04/2000 | Tottenham Hotspur | 2 | 3 | Middlesbrough |
| 02/04/2000 | Derby County | 3 | 0 | Leicester City |
| 01/04/2000 | Coventry City | 0 | 3 | Liverpool |
| 01/04/2000 | Everton | 4 | 2 | Watford (P) |
| 01/04/2000 | Leeds United | 0 | 1 | Chelsea |
| 01/04/2000 | Manchester United (C) | 7 | 1 | West Ham United |
| 01/04/2000 | Newcastle United | 2 | 0 | Bradford City (P) |
| 01/04/2000 | Southampton | 1 | 2 | Sunderland (P) |
| 01/04/2000 | Wimbledon | 1 | 3 | Arsenal |
| 26/03/2000 | Arsenal | 3 | 0 | Coventry City |
| 26/03/2000 | Leicester City | 2 | 1 | Leeds United |
| 26/03/2000 | West Ham United | 2 | 1 | Wimbledon |
| 25/03/2000 | Aston Villa | 2 | 0 | Derby County |
| 25/03/2000 | Bradford City (P) | 0 | 4 | Manchester United (C) |
| 25/03/2000 | Chelsea | 1 | 1 | Southampton |
| 25/03/2000 | Liverpool | 2 | 1 | Newcastle United |
| 25/03/2000 | Middlesbrough | 1 | 0 | Sheffield Wednesday |
| 25/03/2000 | Sunderland (P) | 2 | 1 | Everton |
| 25/03/2000 | Watford (P) | 1 | 1 | Tottenham Hotspur |
| 19/03/2000 | Arsenal | 2 | 1 | Tottenham Hotspur |
| 19/03/2000 | Everton | 0 | 2 | Newcastle United |
| 19/03/2000 | Leeds United | 4 | 1 | Wimbledon |
| 18/03/2000 | Coventry City | 4 | 0 | Bradford City (P) |
| 18/03/2000 | Derby County | 0 | 2 | Liverpool |
| 18/03/2000 | Leicester City | 0 | 2 | Manchester United (C) |
| 18/03/2000 | Southampton | 2 | 0 | Aston Villa |
| 18/03/2000 | Sunderland (P) | 1 | 1 | Middlesbrough |
| 18/03/2000 | Watford (P) | 1 | 0 | Sheffield Wednesday |
| 18/03/2000 | West Ham United | 0 | 0 | Chelsea |
| 15/03/2000 | Coventry City | 1 | 0 | Everton |
| 15/03/2000 | Liverpool | 0 | 0 | Aston Villa |
| 12/03/2000 | Bradford City (P) | 1 | 2 | Leeds United |
| 12/03/2000 | Middlesbrough | 2 | 1 | Arsenal |
| 11/03/2000 | Aston Villa | 1 | 0 | Coventry City |
| 11/03/2000 | Chelsea | 1 | 1 | Everton |
| 11/03/2000 | Liverpool | 1 | 1 | Sunderland (P) |
| 11/03/2000 | Manchester United (C) | 3 | 1 | Derby County |
| 11/03/2000 | Newcastle United | 1 | 0 | Watford (P) |
| 11/03/2000 | Sheffield Wednesday | 3 | 1 | West Ham United |
| 11/03/2000 | Tottenham Hotspur | 7 | 2 | Southampton |
| 11/03/2000 | Wimbledon | 2 | 1 | Leicester City |
| 08/03/2000 | West Ham United | 2 | 0 | Southampton |
| 05/03/2000 | Aston Villa | 1 | 1 | Arsenal |
| 05/03/2000 | Leeds United | 3 | 0 | Coventry City |
| 05/03/2000 | Leicester City | 5 | 2 | Sunderland (P) |
| 04/03/2000 | Derby County | 4 | 0 | Wimbledon |
| 04/03/2000 | Everton | 1 | 1 | Sheffield Wednesday |
| 04/03/2000 | Manchester United (C) | 1 | 1 | Liverpool |
| 04/03/2000 | Newcastle United | 0 | 1 | Chelsea |
| 04/03/2000 | Southampton | 1 | 1 | Middlesbrough |
| 04/03/2000 | Tottenham Hotspur | 1 | 1 | Bradford City (P) |
| 04/03/2000 | Watford (P) | 1 | 2 | West Ham United |
| 26/02/2000 | Arsenal | 3 | 1 | Southampton |
| 26/02/2000 | Bradford City (P) | 1 | 1 | Aston Villa |
| 26/02/2000 | Chelsea | 2 | 1 | Watford (P) |
| 26/02/2000 | Coventry City | 0 | 1 | Tottenham Hotspur |
| 26/02/2000 | Middlesbrough | 0 | 0 | Leeds United |
| 26/02/2000 | Sheffield Wednesday | 0 | 2 | Newcastle United |
| 26/02/2000 | Sunderland (P) | 1 | 1 | Derby County |
| 26/02/2000 | West Ham United | 0 | 4 | Everton |
| 26/02/2000 | Wimbledon | 2 | 2 | Manchester United (C) |
| 20/02/2000 | Leeds United | 0 | 1 | Manchester United (C) |
| 19/02/2000 | Middlesbrough | 2 | 0 | Coventry City |
| 14/02/2000 | Middlesbrough | 0 | 4 | Aston Villa |
| 13/02/2000 | Arsenal | 0 | 1 | Liverpool |
| 12/02/2000 | Chelsea | 3 | 1 | Wimbledon |
| 12/02/2000 | Coventry City | 3 | 2 | Sunderland (P) |
| 12/02/2000 | Everton | 2 | 1 | Derby County |
| 12/02/2000 | Leeds United | 1 | 0 | Tottenham Hotspur |
| 12/02/2000 | Newcastle United | 3 | 0 | Manchester United (C) |
| 12/02/2000 | Sheffield Wednesday | 0 | 1 | Southampton |
| 12/02/2000 | Watford (P) | 1 | 1 | Leicester City |
| 12/02/2000 | West Ham United | 5 | 4 | Bradford City (P) |
| 06/02/2000 | Wimbledon | 0 | 3 | Everton |
| 05/02/2000 | Aston Villa | 4 | 0 | Watford (P) |
| 05/02/2000 | Bradford City (P) | 2 | 1 | Arsenal |
| 05/02/2000 | Derby County | 3 | 3 | Sheffield Wednesday |
| 05/02/2000 | Leicester City | 2 | 1 | Middlesbrough |
| 05/02/2000 | Liverpool | 3 | 1 | Leeds United |
| 05/02/2000 | Manchester United (C) | 3 | 2 | Coventry City |
| 05/02/2000 | Southampton | 2 | 1 | West Ham United |
| 05/02/2000 | Sunderland (P) | 2 | 2 | Newcastle United |
| 05/02/2000 | Tottenham Hotspur | 0 | 1 | Chelsea |
| 02/02/2000 | Sheffield Wednesday | 0 | 1 | Manchester United (C) |
| 29/01/2000 | Manchester United (C) | 1 | 0 | Middlesbrough |
| 24/01/2000 | Manchester United (C) | 1 | 1 | Arsenal |
| 23/01/2000 | Sunderland (P) | 1 | 2 | Leeds United |
| 22/01/2000 | Aston Villa | 0 | 0 | Chelsea |
| 22/01/2000 | Bradford City (P) | 3 | 2 | Watford (P) |
| 22/01/2000 | Derby County | 0 | 0 | Coventry City |
| 22/01/2000 | Leicester City | 1 | 3 | West Ham United |
| 22/01/2000 | Liverpool | 0 | 0 | Middlesbrough |
| 22/01/2000 | Southampton | 2 | 0 | Everton |
| 22/01/2000 | Tottenham Hotspur | 0 | 1 | Sheffield Wednesday |
| 22/01/2000 | Wimbledon | 2 | 0 | Newcastle United |
| 16/01/2000 | Newcastle United | 5 | 0 | Southampton |
| 15/01/2000 | Arsenal | 4 | 1 | Sunderland (P) |
| 15/01/2000 | Chelsea | 1 | 1 | Leicester City |
| 15/01/2000 | Coventry City | 2 | 0 | Wimbledon |
| 15/01/2000 | Everton | 2 | 2 | Tottenham Hotspur |
| 15/01/2000 | Middlesbrough | 1 | 4 | Derby County |
| 15/01/2000 | Sheffield Wednesday | 2 | 0 | Bradford City (P) |
| 15/01/2000 | Watford (P) | 2 | 3 | Liverpool |
| 15/01/2000 | West Ham United | 1 | 1 | Aston Villa |
| 12/01/2000 | Chelsea | 1 | 0 | Tottenham Hotspur |
| 08/01/2000 | Bradford City (P) | 1 | 1 | Chelsea |
| 04/01/2000 | Coventry City | 2 | 2 | Chelsea |
| 03/01/2000 | Derby County | 2 | 0 | Watford (P) |
| 03/01/2000 | Everton | 2 | 2 | Leicester City |
| 03/01/2000 | Leeds United | 1 | 2 | Aston Villa |
| 03/01/2000 | Newcastle United | 2 | 2 | West Ham United |
| 03/01/2000 | Sheffield Wednesday | 1 | 1 | Arsenal |
| 03/01/2000 | Southampton | 1 | 0 | Bradford City (P) |
| 03/01/2000 | Tottenham Hotspur | 1 | 0 | Liverpool |
| 03/01/2000 | Wimbledon | 1 | 0 | Sunderland (P) |
| 29/12/1999 | Aston Villa | 1 | 1 | Tottenham Hotspur |
| 29/12/1999 | Chelsea | 3 | 0 | Sheffield Wednesday |
| 28/12/1999 | Arsenal | 2 | 0 | Leeds United |
| 28/12/1999 | Bradford City (P) | 0 | 0 | Everton |
| 28/12/1999 | Leicester City | 1 | 2 | Newcastle United |
| 28/12/1999 | Liverpool | 3 | 1 | Wimbledon |
| 28/12/1999 | Sunderland (P) | 2 | 2 | Manchester United (C) |
| 28/12/1999 | Watford (P) | 3 | 2 | Southampton |
| 28/12/1999 | West Ham United | 1 | 1 | Derby County |
| 26/12/1999 | Coventry City | 3 | 2 | Arsenal |
| 26/12/1999 | Derby County | 0 | 2 | Aston Villa |
| 26/12/1999 | Everton | 5 | 0 | Sunderland (P) |
| 26/12/1999 | Leeds United | 2 | 1 | Leicester City |
| 26/12/1999 | Manchester United (C) | 4 | 0 | Bradford City (P) |
| 26/12/1999 | Newcastle United | 2 | 2 | Liverpool |
| 26/12/1999 | Sheffield Wednesday | 1 | 0 | Middlesbrough |
| 26/12/1999 | Southampton | 1 | 2 | Chelsea |
| 26/12/1999 | Tottenham Hotspur | 4 | 0 | Watford (P) |
| 26/12/1999 | Wimbledon | 2 | 2 | West Ham United |
| 19/12/1999 | Chelsea | 0 | 2 | Leeds United |
| 18/12/1999 | Arsenal | 1 | 1 | Wimbledon |
| 18/12/1999 | Aston Villa | 2 | 1 | Sheffield Wednesday |
| 18/12/1999 | Bradford City (P) | 2 | 0 | Newcastle United |
| 18/12/1999 | Leicester City | 0 | 1 | Derby County |
| 18/12/1999 | Liverpool | 2 | 0 | Coventry City |
| 18/12/1999 | Middlesbrough | 2 | 1 | Tottenham Hotspur |
| 18/12/1999 | Sunderland (P) | 2 | 0 | Southampton |
| 18/12/1999 | Watford (P) | 1 | 3 | Everton |
| 18/12/1999 | West Ham United | 2 | 4 | Manchester United (C) |
| 06/12/1999 | Tottenham Hotspur | 0 | 0 | West Ham United |
| 05/12/1999 | Derby County | 0 | 1 | Leeds United |
| 05/12/1999 | Liverpool | 4 | 1 | Sheffield Wednesday |
| 04/12/1999 | Aston Villa | 0 | 1 | Newcastle United |
| 04/12/1999 | Bradford City (P) | 1 | 1 | Middlesbrough |
| 04/12/1999 | Leicester City | 0 | 3 | Arsenal |
| 04/12/1999 | Manchester United (C) | 5 | 1 | Everton |
| 04/12/1999 | Southampton | 0 | 0 | Coventry City |
| 04/12/1999 | Sunderland (P) | 4 | 1 | Chelsea |
| 04/12/1999 | Wimbledon | 5 | 0 | Watford (P) |
| 28/11/1999 | Arsenal | 2 | 1 | Derby County |
| 28/11/1999 | Chelsea | 1 | 0 | Bradford City (P) |
| 28/11/1999 | Leeds United | 1 | 0 | Southampton |
| 28/11/1999 | Newcastle United | 2 | 1 | Tottenham Hotspur |
| 27/11/1999 | Coventry City | 0 | 1 | Leicester City |
| 27/11/1999 | Everton | 0 | 0 | Aston Villa |
| 27/11/1999 | Middlesbrough | 0 | 0 | Wimbledon |
| 27/11/1999 | Watford (P) | 2 | 3 | Sunderland (P) |
| 27/11/1999 | West Ham United | 1 | 0 | Liverpool |
| 22/11/1999 | Coventry City | 2 | 1 | Aston Villa |
| 21/11/1999 | West Ham United | 4 | 3 | Sheffield Wednesday |
| 20/11/1999 | Arsenal | 5 | 1 | Middlesbrough |
| 20/11/1999 | Derby County | 1 | 2 | Manchester United (C) |
| 20/11/1999 | Everton | 1 | 1 | Chelsea |
| 20/11/1999 | Leeds United | 2 | 1 | Bradford City (P) |
| 20/11/1999 | Leicester City | 2 | 1 | Wimbledon |
| 20/11/1999 | Southampton | 0 | 1 | Tottenham Hotspur |
| 20/11/1999 | Sunderland (P) | 0 | 2 | Liverpool |
| 20/11/1999 | Watford (P) | 1 | 1 | Newcastle United |
| 07/11/1999 | Chelsea | 0 | 0 | West Ham United |
| 07/11/1999 | Newcastle United | 1 | 1 | Everton |
| 07/11/1999 | Tottenham Hotspur | 2 | 1 | Arsenal |
| 07/11/1999 | Wimbledon | 2 | 0 | Leeds United |
| 06/11/1999 | Aston Villa | 0 | 1 | Southampton |
| 06/11/1999 | Bradford City (P) | 1 | 1 | Coventry City |
| 06/11/1999 | Liverpool | 2 | 0 | Derby County |
| 06/11/1999 | Manchester United (C) | 2 | 0 | Leicester City |
| 06/11/1999 | Middlesbrough | 1 | 1 | Sunderland (P) |
| 06/11/1999 | Sheffield Wednesday | 2 | 2 | Watford (P) |
| 01/11/1999 | Liverpool | 3 | 1 | Bradford City (P) |
| 31/10/1999 | Coventry City | 4 | 0 | Watford (P) |
| 31/10/1999 | Sunderland (P) | 2 | 1 | Tottenham Hotspur |
| 30/10/1999 | Arsenal | 0 | 0 | Newcastle United |
| 30/10/1999 | Derby County | 3 | 1 | Chelsea |
| 30/10/1999 | Leeds United | 1 | 0 | West Ham United |
| 30/10/1999 | Leicester City | 3 | 0 | Sheffield Wednesday |
| 30/10/1999 | Manchester United (C) | 3 | 0 | Aston Villa |
| 30/10/1999 | Middlesbrough | 2 | 1 | Everton |
| 30/10/1999 | Wimbledon | 1 | 1 | Southampton |
| 27/10/1999 | Liverpool | 1 | 0 | West Ham United |
| 25/10/1999 | Newcastle United | 2 | 0 | Derby County |
| 24/10/1999 | Everton | 4 | 4 | Leeds United |
| 24/10/1999 | Watford (P) | 1 | 3 | Middlesbrough |
| 24/10/1999 | West Ham United | 1 | 1 | Sunderland (P) |
| 23/10/1999 | Aston Villa | 1 | 1 | Wimbledon |
| 23/10/1999 | Bradford City (P) | 3 | 1 | Leicester City |
| 23/10/1999 | Chelsea | 2 | 3 | Arsenal |
| 23/10/1999 | Sheffield Wednesday | 0 | 0 | Coventry City |
| 23/10/1999 | Southampton | 1 | 1 | Liverpool |
| 23/10/1999 | Tottenham Hotspur | 3 | 1 | Manchester United (C) |
| 18/10/1999 | Sunderland (P) | 2 | 1 | Aston Villa |
| 17/10/1999 | Middlesbrough | 2 | 0 | West Ham United |
| 16/10/1999 | Arsenal | 4 | 1 | Everton |
| 16/10/1999 | Coventry City | 4 | 1 | Newcastle United |
| 16/10/1999 | Derby County | 0 | 1 | Tottenham Hotspur |
| 16/10/1999 | Leeds United | 2 | 0 | Sheffield Wednesday |
| 16/10/1999 | Leicester City | 2 | 1 | Southampton |
| 16/10/1999 | Liverpool | 1 | 0 | Chelsea |
| 16/10/1999 | Manchester United (C) | 4 | 1 | Watford (P) |
| 16/10/1999 | Wimbledon | 3 | 2 | Bradford City (P) |
| 04/10/1999 | Southampton | 3 | 3 | Derby County |
| 03/10/1999 | Chelsea | 5 | 0 | Manchester United (C) |
| 03/10/1999 | Newcastle United | 2 | 1 | Middlesbrough |
| 03/10/1999 | Tottenham Hotspur | 2 | 3 | Leicester City |
| 03/10/1999 | Watford (P) | 1 | 2 | Leeds United |
| 03/10/1999 | West Ham United | 2 | 1 | Arsenal |
| 02/10/1999 | Aston Villa | 0 | 0 | Liverpool |
| 02/10/1999 | Bradford City (P) | 0 | 4 | Sunderland (P) |
| 02/10/1999 | Everton | 1 | 1 | Coventry City |
| 02/10/1999 | Sheffield Wednesday | 5 | 1 | Wimbledon |
| 27/09/1999 | Liverpool | 0 | 1 | Everton |
| 26/09/1999 | Wimbledon | 1 | 1 | Tottenham Hotspur |
| 25/09/1999 | Arsenal | 1 | 0 | Watford (P) |
| 25/09/1999 | Coventry City | 1 | 0 | West Ham United |
| 25/09/1999 | Derby County | 0 | 1 | Bradford City (P) |
| 25/09/1999 | Leeds United | 3 | 2 | Newcastle United |
| 25/09/1999 | Leicester City | 3 | 1 | Aston Villa |
| 25/09/1999 | Manchester United (C) | 3 | 3 | Southampton |
| 25/09/1999 | Middlesbrough | 0 | 1 | Chelsea |
| 25/09/1999 | Sunderland (P) | 1 | 0 | Sheffield Wednesday |
| 19/09/1999 | Everton | 1 | 0 | West Ham United |
| 19/09/1999 | Leeds United | 2 | 0 | Middlesbrough |
| 19/09/1999 | Newcastle United | 8 | 0 | Sheffield Wednesday |
| 19/09/1999 | Tottenham Hotspur | 3 | 2 | Coventry City |
| 18/09/1999 | Aston Villa | 1 | 0 | Bradford City (P) |
| 18/09/1999 | Derby County | 0 | 5 | Sunderland (P) |
| 18/09/1999 | Leicester City | 2 | 2 | Liverpool |
| 18/09/1999 | Manchester United (C) | 1 | 1 | Wimbledon |
| 18/09/1999 | Southampton | 0 | 1 | Arsenal |
| 18/09/1999 | Watford (P) | 1 | 0 | Chelsea |
| 12/09/1999 | Bradford City (P) | 1 | 1 | Tottenham Hotspur |
| 11/09/1999 | Arsenal | 3 | 1 | Aston Villa |
| 11/09/1999 | Chelsea | 1 | 0 | Newcastle United |
| 11/09/1999 | Coventry City | 3 | 4 | Leeds United |
| 11/09/1999 | Liverpool | 2 | 3 | Manchester United (C) |
| 11/09/1999 | Middlesbrough | 3 | 2 | Southampton |
| 11/09/1999 | Sheffield Wednesday | 0 | 2 | Everton |
| 11/09/1999 | Sunderland (P) | 2 | 0 | Leicester City |
| 11/09/1999 | West Ham United | 1 | 0 | Watford (P) |
| 11/09/1999 | Wimbledon | 2 | 2 | Derby County |
| 30/08/1999 | Leicester City | 1 | 0 | Watford (P) |
| 30/08/1999 | Manchester United (C) | 5 | 1 | Newcastle United |
| 29/08/1999 | Sunderland (P) | 1 | 1 | Coventry City |
| 28/08/1999 | Aston Villa | 1 | 0 | Middlesbrough |
| 28/08/1999 | Bradford City (P) | 0 | 3 | West Ham United |
| 28/08/1999 | Derby County | 1 | 0 | Everton |
| 28/08/1999 | Liverpool | 2 | 0 | Arsenal |
| 28/08/1999 | Southampton | 2 | 0 | Sheffield Wednesday |
| 28/08/1999 | Tottenham Hotspur | 1 | 2 | Leeds United |
| 28/08/1999 | Wimbledon | 0 | 1 | Chelsea |
| 25/08/1999 | Arsenal | 2 | 0 | Bradford City (P) |
| 25/08/1999 | Coventry City | 1 | 2 | Manchester United (C) |
| 25/08/1999 | Everton | 4 | 0 | Wimbledon |
| 25/08/1999 | Newcastle United | 1 | 2 | Sunderland (P) |
| 25/08/1999 | Sheffield Wednesday | 0 | 2 | Derby County |
| 24/08/1999 | Middlesbrough | 0 | 3 | Leicester City |
| 24/08/1999 | Watford (P) | 0 | 1 | Aston Villa |
| 23/08/1999 | Leeds United | 1 | 2 | Liverpool |
| 22/08/1999 | Arsenal | 1 | 2 | Manchester United (C) |
| 21/08/1999 | Chelsea | 1 | 0 | Aston Villa |
| 21/08/1999 | Coventry City | 2 | 0 | Derby County |
| 21/08/1999 | Everton | 4 | 1 | Southampton |
| 21/08/1999 | Leeds United | 2 | 1 | Sunderland (P) |
| 21/08/1999 | Middlesbrough | 1 | 0 | Liverpool |
| 21/08/1999 | Newcastle United | 3 | 3 | Wimbledon |
| 21/08/1999 | Sheffield Wednesday | 1 | 2 | Tottenham Hotspur |
| 21/08/1999 | Watford (P) | 1 | 0 | Bradford City (P) |
| 21/08/1999 | West Ham United | 2 | 1 | Leicester City |
| 16/08/1999 | Aston Villa | 2 | 2 | West Ham United |
| 15/08/1999 | Southampton | 4 | 2 | Newcastle United |
| 14/08/1999 | Bradford City (P) | 1 | 1 | Sheffield Wednesday |
| 14/08/1999 | Derby County | 1 | 3 | Middlesbrough |
| 14/08/1999 | Leicester City | 2 | 2 | Chelsea |
| 14/08/1999 | Liverpool | 0 | 1 | Watford (P) |
| 14/08/1999 | Manchester United (C) | 2 | 0 | Leeds United |
| 14/08/1999 | Sunderland (P) | 0 | 0 | Arsenal |
| 14/08/1999 | Tottenham Hotspur | 3 | 2 | Everton |
| 14/08/1999 | Wimbledon | 1 | 1 | Coventry City |
| 11/08/1999 | Aston Villa | 3 | 0 | Everton |
| 11/08/1999 | Leicester City | 1 | 0 | Coventry City |
| 11/08/1999 | Manchester United (C) | 4 | 0 | Sheffield Wednesday |
| 11/08/1999 | Southampton | 0 | 3 | Leeds United |
| 10/08/1999 | Derby County | 1 | 2 | Arsenal |
| 10/08/1999 | Sunderland (P) | 2 | 0 | Watford (P) |
| 10/08/1999 | Wimbledon | 2 | 3 | Middlesbrough |
| 09/08/1999 | Tottenham Hotspur | 3 | 1 | Newcastle United |
| 08/08/1999 | Everton | 1 | 1 | Manchester United (C) |
| 07/08/1999 | Arsenal | 2 | 1 | Leicester City |
| 07/08/1999 | Chelsea | 4 | 0 | Sunderland (P) |
| 07/08/1999 | Coventry City | 0 | 1 | Southampton |
| 07/08/1999 | Leeds United | 0 | 0 | Derby County |
| 07/08/1999 | Middlesbrough | 0 | 1 | Bradford City (P) |
| 07/08/1999 | Newcastle United | 0 | 1 | Aston Villa |
| 07/08/1999 | Sheffield Wednesday | 1 | 2 | Liverpool |
| 07/08/1999 | Watford (P) | 2 | 3 | Wimbledon |
| 07/08/1999 | West Ham United | 1 | 0 | Tottenham Hotspur |