| League | Date | Home Team | Score | Away Team |
|---|---|---|---|---|
| PL | 24-05-2009 | Wigan | 1 - 0 | Portsmouth |
| PL | 18-05-2009 | Portsmouth | 3 - 1 | Sunderland |
| PL | 09-05-2009 | Blackburn | 2 - 0 | Portsmouth |
| PL | 02-05-2009 | Portsmouth | 0 - 3 | Arsenal |
| PL | 27-04-2009 | Newcastle | 0 - 0 | Portsmouth |
| PL | 22-04-2009 | Man United | 2 - 0 | Portsmouth |
| PL | 18-04-2009 | Portsmouth | 1 - 0 | Bolton |
| PL | 11-04-2009 | Portsmouth | 2 - 2 | West Brom |
| PL | 04-04-2009 | Hull | 0 - 0 | Portsmouth |
| PL | 21-03-2009 | Portsmouth | 2 - 1 | Everton |
| PL | 14-03-2009 | Middlesbrough | 1 - 1 | Portsmouth |
| PL | 03-03-2009 | Portsmouth | 0 - 1 | Chelsea |
| PL | 21-02-2009 | Stoke | 2 - 2 | Portsmouth |
| PL | 14-02-2009 | Portsmouth | 2 - 0 | Man City |
| PL | 07-02-2009 | Portsmouth | 2 - 3 | Liverpool |
| PL | 31-01-2009 | Fulham | 3 - 1 | Portsmouth |
| PL | 27-01-2009 | Portsmouth | 0 - 1 | Aston Villa |
| PL | 18-01-2009 | Tottenham | 1 - 1 | Portsmouth |
| PL | 28-12-2008 | Arsenal | 1 - 0 | Portsmouth |
| PL | 26-12-2008 | Portsmouth | 1 - 4 | West Ham |
| PL | 20-12-2008 | Bolton | 2 - 1 | Portsmouth |
| PL | 14-12-2008 | Portsmouth | 0 - 3 | Newcastle |
| PL | 07-12-2008 | West Brom | 1 - 1 | Portsmouth |
| PL | 30-11-2008 | Portsmouth | 3 - 2 | Blackburn |
| PL | 22-11-2008 | Portsmouth | 2 - 2 | Hull |
| PL | 15-11-2008 | West Ham | 0 - 0 | Portsmouth |
| PL | 08-11-2008 | Sunderland | 1 - 2 | Portsmouth |
| PL | 01-11-2008 | Portsmouth | 1 - 2 | Wigan |
| PL | 29-10-2008 | Liverpool | 1 - 0 | Portsmouth |
| PL | 26-10-2008 | Portsmouth | 1 - 1 | Fulham |
| PL | 18-10-2008 | Aston Villa | 0 - 0 | Portsmouth |
| PL | 05-10-2008 | Portsmouth | 2 - 1 | Stoke |
| PL | 28-09-2008 | Portsmouth | 2 - 0 | Tottenham |
| PL | 21-09-2008 | Man City | 6 - 0 | Portsmouth |
| PL | 13-09-2008 | Portsmouth | 2 - 1 | Middlesbrough |
| PL | 30-08-2008 | Everton | 0 - 3 | Portsmouth |
| PL | 25-08-2008 | Portsmouth | 0 - 1 | Man United |
| PL | 17-08-2008 | Chelsea | 4 - 0 | Portsmouth |