| Crewe Alexandra FC v Watford FC 17/04/1999 | View match | |
| Watford FC v Crystal Palace FC 24/04/1999 | View match | |
| Port Vale FC v Watford FC 27/04/1999 | View match | |
| Barnsley FC v Watford FC 01/05/1999 | View match | |
| Watford FC v Grimsby Town FC 09/05/1999 | View match | |
| Watford FC v Birmingham City FC 16/05/1999 | View match | |
| Birmingham City FC v Watford FC 20/05/1999 | View match | |
| Bolton Wanderers FC v Watford FC 31/05/1999 | View match | |
| Watford FC v Wimbledon 07/08/1999 | View match | |
| Sunderland FC v Watford FC 10/08/1999 | View match | |
| Liverpool FC v Watford FC 14/08/1999 | View match | |
| Watford FC v Bradford City FC 21/08/1999 | View match |