| Date | Result | OPP | FS | Home/Away |
|---|---|---|---|---|
| 14-Aug-1999 | draw |  Sheffield Wednesday | 1-1 | home |
| 21-Aug-1999 | lose |  Watford | 1-0 | away |
| 25-Aug-1999 | lose |  Arsenal | 2-0 | away |
| 28-Aug-1999 | lose |  West Ham United | 0-3 | home |
| 12-Sep-1999 | draw |  Tottenham Hotspur | 1-1 | home |
| 18-Sep-1999 | lose |  Aston Villa | 1-0 | away |
| 02-Oct-1999 | lose |  Sunderland | 0-4 | home |
| 16-Oct-1999 | lose |  Milton Keynes Dons | 3-2 | away |
| 06-Nov-1999 | draw |  Coventry City | 1-1 | home |
| 20-Nov-1999 | lose |  Leeds United | 2-1 | away |
| 28-Nov-1999 | lose |  Chelsea | 1-0 | away |
| 04-Dec-1999 | draw |  Middlesbrough | 1-1 | home |
| 26-Dec-1999 | lose |  Manchester United | 4-0 | away |
| 03-Jan-2000 | lose |  Southampton | 1-0 | away |
| 15-Jan-2000 | lose | Sheffield Wednesday | 2-0 | away |
| 26-Feb-2000 | draw | Aston Villa | 1-1 | home |
| 04-Mar-2000 | draw | Tottenham Hotspur | 1-1 | away |
| 12-Mar-2000 | lose | Leeds United | 1-2 | home |
| 18-Mar-2000 | lose | Coventry City | 4-0 | away |
| 25-Mar-2000 | lose | Manchester United | 0-4 | home |
| 01-Apr-2000 | lose |  Newcastle United | 2-0 | away |
| 08-Apr-2000 | lose | Southampton | 1-2 | home |
| 15-Apr-2000 | lose |  Everton | 4-0 | away |
| 21-Apr-2000 | draw |  Derby County | 4-4 | home |
| 06-May-2000 | lose |  Leicester City | 3-0 | away |
Overall ( 0 wins,7 draw,18 lost )
Home ( 0 wins,6 draw,5 lost )
Away ( 0 wins,1 draw,13 lost )
OPP = Opposition,
FS = Final score.