| West Ham United FC v Sheffield Wednesday FC 21/11/1999 | £5.00 | |
| West Ham United FC v Liverpool FC 27/11/1999 | £5.00 | |
| Birmingham City FC v West Ham United FC 30/11/1999 | £5.00 | |
| Tottenham Hotspur FC v West Ham United FC 06/12/1999 | £3.50 | |
| Tottenham Hotspur FC v West Ham United FC 06/12/1999 | £4.50 | |
| Tranmere Rovers FC v West Ham United FC 11/12/1999 | £7.50 | |
| Wimbledon v West Ham United FC 26/12/1999 | £6.50 | |
| West Ham United FC v Derby County FC 28/12/1999 | £5.50 | |
| Newcastle United FC v West Ham United FC 03/01/2000 | £5.00 | |
| West Ham United FC v Aston Villa FC 11/01/2000 | £5.00 | |
| West Ham United FC v Aston Villa FC 15/01/2000 | £5.00 | |
| Leicester City FC v West Ham United FC 22/01/2000 | £5.00 |