| Date | Result | OPP | FS | Home/Away |
|---|---|---|---|---|
| 10-Aug-1999 | lose |  Arsenal | 1-2 | home |
| 14-Aug-1999 | lose |  Middlesbrough | 1-3 | home |
| 21-Aug-1999 | lose |  Coventry City | 2-0 | away |
| 18-Sep-1999 | lose |  Sunderland | 0-5 | home |
| 25-Sep-1999 | lose |  Bradford City | 0-1 | home |
| 16-Oct-1999 | lose |  Tottenham Hotspur | 0-1 | home |
| 25-Oct-1999 | lose |  Newcastle United | 2-0 | away |
| 06-Nov-1999 | lose |  Liverpool | 2-0 | away |
| 20-Nov-1999 | lose |  Manchester United | 1-2 | home |
| 05-Dec-1999 | lose |  Leeds United | 0-1 | home |
| 26-Dec-1999 | lose |  Aston Villa | 0-2 | home |
| 05-Feb-2000 | draw |  Sheffield Wednesday | 3-3 | home |
| 12-Feb-2000 | lose |  Everton | 2-1 | away |
| 11-Mar-2000 | lose | Manchester United | 3-1 | away |
| 18-Mar-2000 | lose | Liverpool | 0-2 | home |
| 25-Mar-2000 | lose | Aston Villa | 2-0 | away |
| 15-Apr-2000 | lose |  West Ham United | 1-2 | home |
| 14-May-2000 | lose |  Chelsea | 4-0 | away |
Overall ( 0 wins,1 draw,17 lost )
Home ( 0 wins,1 draw,10 lost )
Away ( 0 wins,0 draw,7 lost )
OPP = Opposition,
FS = Final score.