| Liverpool FC v Aston Villa FC 17/04/1999 | View match | |
| Liverpool FC v Leicester City FC 21/04/1999 | £3.50 | |
| Blackburn Rovers FC v Liverpool FC 24/04/1999 | View match | |
| Liverpool FC v Tottenham Hotspur FC 01/05/1999 | £5.00 | |
| Liverpool FC v Tottenham Hotspur FC 01/05/1999 | £4.50 | |
| Liverpool FC v Manchester United FC 05/05/1999 | View match | |
| Sheffield Wednesday FC v Liverpool FC 08/05/1999 | View match | |
| Liverpool FC v Wimbledon 16/05/1999 | View match | |
| Sheffield Wednesday FC v Liverpool FC 07/08/1999 | View match | |
| Liverpool FC v Watford FC 14/08/1999 | View match | |
| Middlesbrough FC v Liverpool FC 21/08/1999 | View match | |
| Leeds United FC v Liverpool FC 23/08/1999 | View match |