| Date | Result | OPP | FS | Home/Away |
|---|---|---|---|---|
| 07-Aug-1999 | lose |  Milton Keynes Dons | 2-3 | home |
| 10-Aug-1999 | lose |  Sunderland | 2-0 | away |
| 24-Aug-1999 | lose |  Aston Villa | 0-1 | home |
| 30-Aug-1999 | lose |  Leicester City | 1-0 | away |
| 11-Sep-1999 | lose |  West Ham United | 1-0 | away |
| 25-Sep-1999 | lose |  Arsenal | 1-0 | away |
| 16-Oct-1999 | lose |  Manchester United | 4-1 | away |
| 24-Oct-1999 | lose |  Middlesbrough | 1-3 | home |
| 31-Oct-1999 | lose |  Coventry City | 4-0 | away |
| 04-Dec-1999 | lose | Milton Keynes Dons | 5-0 | away |
| 18-Dec-1999 | lose |  Everton | 1-3 | home |
| 26-Dec-1999 | lose |  Tottenham Hotspur | 4-0 | away |
| 03-Jan-2000 | lose |  Derby County | 2-0 | away |
| 15-Jan-2000 | lose |  Liverpool | 2-3 | home |
| 22-Jan-2000 | lose |  Bradford City | 3-2 | away |
| 05-Feb-2000 | lose | Aston Villa | 4-0 | away |
| 12-Feb-2000 | draw | Leicester City | 1-1 | home |
| 26-Feb-2000 | lose |  Chelsea | 2-1 | away |
| 04-Mar-2000 | lose | West Ham United | 1-2 | home |
| 11-Mar-2000 | lose |  Newcastle United | 1-0 | away |
| 25-Mar-2000 | draw | Tottenham Hotspur | 1-1 | home |
| 01-Apr-2000 | lose | Everton | 4-2 | away |
| 15-Apr-2000 | lose |  Southampton | 2-0 | away |
| 23-Apr-2000 | lose | Arsenal | 2-3 | home |
| 03-May-2000 | lose |  Leeds United | 3-1 | away |
| 06-May-2000 | draw | Middlesbrough | 1-1 | away |
Overall ( 0 wins,3 draw,23 lost )
Home ( 0 wins,2 draw,7 lost )
Away ( 0 wins,1 draw,16 lost )
OPP = Opposition,
FS = Final score.