7. Ronde | 11.09.1999 | Liverpool FC | - | Manchester United | 2:3 | ||||
8. Ronde | 18.09.1999 | Manchester United | - | Wimbledon FC | 1:1 | ||||
9. Ronde | 25.09.1999 | Manchester United | - | Southampton FC | 3:3 | ||||
10. Ronde | 03.10.1999 | Chelsea FC | - | Manchester United | 5:0 |