| Coventry City FC v Liverpool FC 30/01/1999 | View match | |
| Liverpool FC v Middlesbrough FC 06/02/1999 | £5.00 | |
| Charlton Athletic FC v Liverpool FC 13/02/1999 | View match | |
| Liverpool FC v West Ham United FC 20/02/1999 | View match | |
| Chelsea FC v Liverpool FC 27/02/1999 | £4.50 | |
| Chelsea FC v Liverpool FC 27/02/1999 | £4.00 | |
| Derby County FC v Liverpool FC 13/03/1999 | View match | |
| Liverpool FC v Everton FC 03/04/1999 | View match | |
| Nottingham Forest FC v Liverpool FC 05/04/1999 | View match | |
| Leeds United FC v Liverpool FC 12/04/1999 | View match | |
| Liverpool FC v Aston Villa FC 17/04/1999 | View match | |
| Liverpool FC v Leicester City FC 21/04/1999 | £3.50 |