| A(D) | Clubs | VS | MD | |
|---|---|---|---|---|
| 32(300) | Bradford City | Leeds United | 12-Mar-2000 | Match Details |
| 31(19) | Chelsea | Sunderland | 07-Aug-1999 | Match Details |
| 31(19) | Arsenal | Everton | 16-Oct-1999 | Match Details |
| 30(155) | Sheffield Wednesday | Leicester City | 14-May-2000 | Match Details |
| 30(68) | Middlesbrough | Liverpool | 21-Aug-1999 | Match Details |
| 30(310) | Everton | Manchester United | 08-Aug-1999 | Match Details |
| 30(254) | West Ham United | Watford | 11-Sep-1999 | Match Details |
| 30(219) | Southampton | Leicester City | 16-Oct-1999 | Match Details |
| 30(199) | Leicester City | Milton Keynes Dons | 11-Mar-2000 | Match Details |
| 29(119) | Coventry City | Liverpool | 01-Apr-2000 | Match Details |
| 29(224) | Newcastle United | West Ham United | 03-Jan-2000 | Match Details |
| 29(199) | Manchester United | Coventry City | 25-Aug-1999 | Match Details |
| 28(182) | Sunderland | Arsenal | 15-Jan-2000 | Match Details |
| 28(175) | Milton Keynes Dons | Middlesbrough | 10-Aug-1999 | Match Details |
| 28(166) | Tottenham Hotspur | Watford | 25-Mar-2000 | Match Details |
| 28(117) | Aston Villa | Arsenal | 11-Sep-1999 | Match Details |
| 28(30) | Watford | Milton Keynes Dons | 04-Dec-1999 | Match Details |
| 28(245) | Derby County | Everton | 12-Feb-2000 | Match Details |
| 26(86) | Liverpool | Southampton | 23-Oct-1999 | Match Details |
| 26(346) | Leeds United | Milton Keynes Dons | 19-Mar-2000 | Match Details |
MD = Match date,
A(D) = Age(Days).