| Date | Result | OPP | FS | Home/Away |
|---|---|---|---|---|
| 09-Aug-1999 | lose |  Tottenham Hotspur | 3-1 | away |
| 15-Aug-1999 | lose |  Southampton | 4-2 | away |
| 21-Aug-1999 | draw |  Milton Keynes Dons | 3-3 | home |
| 25-Aug-1999 | lose |  Sunderland | 1-2 | home |
| 19-Sep-1999 | win |  Sheffield Wednesday | 8-0 | home |
| 03-Oct-1999 | win |  Middlesbrough | 2-1 | home |
| 25-Oct-1999 | win |  Derby County | 2-0 | home |
| 07-Nov-1999 | draw |  Everton | 1-1 | home |
| 28-Nov-1999 | win | Tottenham Hotspur | 2-1 | home |
| 04-Dec-1999 | win |  Aston Villa | 0-1 | away |
| 26-Dec-1999 | draw |  Liverpool | 2-2 | home |
| 28-Dec-1999 | win |  Leicester City | 1-2 | away |
| 03-Jan-2000 | draw |  West Ham United | 2-2 | home |
| 16-Jan-2000 | win | Southampton | 5-0 | home |
| 05-Feb-2000 | draw | Sunderland | 2-2 | away |
| 12-Feb-2000 | win |  Manchester United | 3-0 | home |
| 26-Feb-2000 | win | Sheffield Wednesday | 0-2 | away |
| 11-Mar-2000 | win |  Watford | 1-0 | home |
| 19-Mar-2000 | win | Everton | 0-2 | away |
| 01-Apr-2000 | win |  Bradford City | 2-0 | home |
| 12-Apr-2000 | lose | West Ham United | 2-1 | away |
| 29-Apr-2000 | win |  Coventry City | 2-0 | home |
| 14-May-2000 | win |  Arsenal | 4-2 | home |
Overall ( 14 wins,5 draw,4 lost )
Home ( 10 wins,4 draw,1 lost )
Away ( 4 wins,1 draw,3 lost )
OPP = Opposition,
FS = Final score.