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 | ||||
9. Round | 25/09/1999 | Arsenal FC | - | Watford FC | 1:0 | ||||
10. Round | 03/10/1999 | Watford FC | - | Leeds United | 1:2 | ||||
18. Round | 18/12/1999 | Watford FC | - | Everton FC | 1:3 | ||||
19. Round | 26/12/1999 | Tottenham Hotspur | - | Watford FC | 4:0 | ||||
20. Round | 28/12/1999 | Watford FC | - | Southampton FC | 3:2 | ||||
21. Round | 03/01/2000 | Derby County | - | Watford FC | 2:0 | ||||
36. Round | 29/04/2000 | Watford FC | - | Manchester United | 2:3 | ||||
35. Round | 03/05/2000 | Leeds United | - | Watford FC | 3:1 | ||||
37. Round | 06/05/2000 | Middlesbrough FC | - | Watford FC | 1:1 |