| Watford FC v Aston Villa FC 24/08/1999 | View match | |
| Leicester City FC v Watford FC 30/08/1999 | View match | |
| West Ham United FC v Watford FC 11/09/1999 | View match | |
| Watford FC v Wigan Athletic FC 14/09/1999 | View match | |
| Watford FC v Chelsea FC 18/09/1999 | £4.50 | |
| Wigan Athletic FC v Watford FC 21/09/1999 | View match | |
| Arsenal FC v Watford FC 25/09/1999 | £2.00 | |
| Arsenal FC v Watford FC 25/09/1999 | £3.00 | |
| Watford FC v Leeds United FC 03/10/1999 | View match | |
| Middlesbrough FC v Watford FC 13/10/1999 | View match | |
| Manchester United FC v Watford FC 16/10/1999 | View match | |
| Watford FC v Middlesbrough FC 24/10/1999 | View match |