1. Round | 07/08/1999 | Watford FC | - | Wimbledon FC | 2:3 | ||||
2. Round | 10/08/1999 | Sunderland AFC | - | Watford FC | 2:0 | ||||
3. Round | 14/08/1999 | Liverpool FC | - | Watford FC | 0:1 | ||||
4. Round | 21/08/1999 | Watford FC | - | Bradford City | 1:0 | ||||
5. Round | 24/08/1999 | Watford FC | - | Aston Villa | 0:1 | ||||
6. Round | 30/08/1999 | Leicester City | - | Watford FC | 1:0 | ||||
8. Round | 18/09/1999 | Watford FC | - | Chelsea FC | 1:0 | ||||
9. Round | 25/09/1999 | Arsenal FC | - | Watford FC | 1:0 | ||||
10. Round | 03/10/1999 | Watford FC | - | Leeds United | 1:2 | ||||
12. Round | 24/10/1999 | Watford FC | - | Middlesbrough FC | 1:3 | ||||
13. Round | 31/10/1999 | Coventry City | - | Watford FC | 4:0 | ||||
14. Round | 06/11/1999 | Sheffield Wednesday | - | Watford FC | 2:2 | ||||
15. Round | 20/11/1999 | Watford FC | - | Newcastle United | 1:1 | ||||
24. Round | 05/02/2000 | Aston Villa | - | Watford FC | 4:0 | ||||
31. Round | 01/04/2000 | Everton FC | - | Watford FC | 4:2 | ||||
32. Round | 08/04/2000 | Watford FC | - | Derby County | 0:0 | ||||
33. Round | 15/04/2000 | Southampton FC | - | Watford FC | 2:0 |