| Leeds United FC v Middlesbrough FC 16/01/1999 | View match | |
| Portsmouth FC v Leeds United FC 23/01/1999 | View match | |
| Southampton FC v Leeds United FC 30/01/1999 | £2.50 | |
| Southampton FC v Leeds United FC 30/01/1999 | £4.00 | |
| Leeds United FC v Newcastle United FC 06/02/1999 | View match | |
| Leeds United FC v Tottenham Hotspur FC 13/02/1999 | £4.50 | |
| Aston Villa FC v Leeds United FC 17/02/1999 | £3.00 | |
| Leeds United FC v Everton FC 20/02/1999 | View match | |
| Tottenham Hotspur FC v Leeds United FC 24/02/1999 | £6.50 | |
| Leicester City FC v Leeds United FC 01/03/1999 | View match | |
| Leeds United FC v Tottenham Hotspur FC 10/03/1999 | £5.00 | |
| Sheffield Wednesday FC v Leeds United FC 13/03/1999 | View match |