| Wimbledon v West Ham United FC 30/01/1999 | £4.00 | |
| West Ham United FC v Arsenal FC 06/02/1999 | £6.00 | |
| West Ham United FC v Nottingham Forest FC 13/02/1999 | £5.00 | |
| Liverpool FC v West Ham United FC 20/02/1999 | £6.50 | |
| West Ham United FC v Blackburn Rovers FC 27/02/1999 | £5.00 | |
| Southampton FC v West Ham United FC 06/03/1999 | £2.00 | |
| Southampton FC v West Ham United FC 06/03/1999 | £2.50 | |
| Chelsea FC v West Ham United FC 13/03/1999 | £2.00 | |
| Chelsea FC v West Ham United FC 13/03/1999 | £1.50 | |
| Chelsea FC v West Ham United FC 13/03/1999 | £4.50 | |
| Chelsea FC v West Ham United FC 13/03/1999 | £3.00 | |
| West Ham United FC v Newcastle United FC 20/03/1999 | £6.00 |