| Date | Result | OPP | FS | Home/Away |
|---|---|---|---|---|
| 07-Aug-1999 | lose |  Chelsea | 4-0 | away |
| 25-Aug-1999 | win |  Newcastle United | 1-2 | away |
| 29-Aug-1999 | draw |  Coventry City | 1-1 | home |
| 18-Oct-1999 | win |  Aston Villa | 2-1 | home |
| 06-Nov-1999 | draw |  Middlesbrough | 1-1 | away |
| 20-Nov-1999 | lose |  Liverpool | 0-2 | home |
| 27-Nov-1999 | win |  Watford | 2-3 | away |
| 26-Dec-1999 | lose |  Everton | 5-0 | away |
| 03-Jan-2000 | lose |  Milton Keynes Dons | 1-0 | away |
| 15-Jan-2000 | lose |  Arsenal | 4-1 | away |
| 23-Jan-2000 | lose |  Leeds United | 1-2 | home |
| 05-Feb-2000 | draw | Newcastle United | 2-2 | home |
| 12-Feb-2000 | lose | Coventry City | 3-2 | away |
| 26-Feb-2000 | draw |  Derby County | 1-1 | home |
| 05-Mar-2000 | lose |  Leicester City | 5-2 | away |
| 11-Mar-2000 | draw | Liverpool | 1-1 | away |
| 15-Apr-2000 | lose |  Manchester United | 4-0 | away |
| 24-Apr-2000 | lose |  Bradford City | 0-1 | home |
| 29-Apr-2000 | draw | Aston Villa | 1-1 | away |
| 14-May-2000 | lose |  Tottenham Hotspur | 3-1 | away |
Overall ( 3 wins,6 draw,11 lost )
Home ( 1 wins,3 draw,3 lost )
Away ( 2 wins,3 draw,8 lost )
OPP = Opposition,
FS = Final score.