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 | ||||
11. Round | 16/10/1999 | Manchester United | - | Watford FC | 4:1 | ||||
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 | ||||
16. Round | 27/11/1999 | Watford FC | - | Sunderland AFC | 2:3 | ||||
20. Round | 28/12/1999 | Watford FC | - | Southampton FC | 3:2 | ||||
21. Round | 03/01/2000 | Derby County | - | Watford FC | 2:0 | ||||
22. Round | 15/01/2000 | Watford FC | - | Liverpool FC | 2:3 | ||||
24. Round | 05/02/2000 | Aston Villa | - | Watford FC | 4:0 | ||||
25. Round | 12/02/2000 | Watford FC | - | Leicester City | 1:1 | ||||
26. Round | 26/02/2000 | Chelsea FC | - | Watford FC | 2:1 | ||||
27. Round | 04/03/2000 | Watford FC | - | West Ham United | 1:2 | ||||
36. Round | 29/04/2000 | Watford FC | - | Manchester United | 2:3 | ||||
38. Round | 14/05/2000 | Watford FC | - | Coventry City | 1:0 |