3. Round | 22/08/2009 | Arsenal FC | - | Portsmouth FC | 4:1 | ||||
4. Round | 30/08/2009 | Portsmouth FC | - | Manchester City | 0:1 | ||||
14. Round | 28/11/2009 | Portsmouth FC | - | Manchester United | 1:4 | ||||
15. Round | 05/12/2009 | Portsmouth FC | - | Burnley FC | 2:0 | ||||
17. Round | 16/12/2009 | Chelsea FC | - | Portsmouth FC | 2:1 | ||||
18. Round | 19/12/2009 | Portsmouth FC | - | Liverpool FC | 2:0 | ||||
19. Round | 26/12/2009 | West Ham United | - | Portsmouth FC | 2:0 | ||||
20. Round | 30/12/2009 | Portsmouth FC | - | Arsenal FC | 1:4 | ||||
23. Round | 26/01/2010 | Portsmouth FC | - | West Ham United | 1:1 |