| Coventry City FC v Watford FC 31/10/1999 | View match | |
| Sheffield Wednesday FC v Watford FC 06/11/1999 | £2.50 | |
| Sheffield Wednesday FC v Watford FC 06/11/1999 | £4.00 | |
| Watford FC v Newcastle United FC 20/11/1999 | View match | |
| Watford FC v Sunderland FC 27/11/1999 | View match | |
| Wimbledon v Watford FC 04/12/1999 | View match | |
| Watford FC v Birmingham City FC 11/12/1999 | View match | |
| Watford FC v Everton FC 18/12/1999 | View match | |
| Tottenham Hotspur FC v Watford FC 26/12/1999 | £4.00 | |
| Tottenham Hotspur FC v Watford FC 26/12/1999 | £4.50 | |
| Watford FC v Southampton FC 28/12/1999 | View match | |
| Derby County FC v Watford FC 03/01/2000 | View match |