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| Season 1992-93 |
| Pompey Match Results Season: 2008/09 Premier League | < Prev Season | Next Season > |
| Match Date | Fixture | Opponents (Select for match details) | Result | Score |
| Sun 10 Aug 2008 | A | Manchester Utd - FA Community Shield | D | 0 - 0 |
| Sun 17 Aug 2008 | A | Chelsea | L | 0 - 4 |
| Mon 25 Aug 2008 | H | Manchester Utd | L | 0 - 1 |
| Sat 30 Aug 2008 | A | Everton | W | 3 - 0 |
| Sat 13 Sep 2008 | H | Middlesbrough | W | 2 - 1 |
| Thur 18 Sep 2008 | H | Vitoria Guimaraes - UEFA Cup Round 1 1st Leg | W | 2 - 0 |
| Sun 21 Sep 2008 | A | Manchester City | L | 0 - 6 |
| Wed 24 Sep 2008 | H | Chelsea - Football League Cup Round 3 | L | 0 - 4 |
| Sun 28 Sep 2008 | H | Tottenham Hotspur | W | 2 - 0 |
| Thur 2 Oct 2008 | A | Vitoria Guimaraes - UEFA Cup Round 1 2nd Leg | D | 2 - 2 |
| Sun 5 Oct 2008 | H | Stoke City | W | 2 - 1 |
| Sat 18 Oct 2008 | A | Aston Villa | D | 0 - 0 |
| Thur 23 Oct 2008 | A | SC Braga - UEFA Cup Round 2 1st Game | L | 0 - 3 |
| Sun 26 Oct 2008 | H | Fulham | D | 1 - 1 |
| Wed 29 Oct 2008 | A | Liverpool | L | 0 - 1 |
| Sat 1 Nov 2008 | H | Wigan Athletic | L | 1 - 2 |
| Sat 8 Nov 2008 | A | Sunderland | W | 2 - 1 |
| Sat 15 Nov 2008 | A | West Ham Utd | D | 0 - 0 |
| Sat 22 Nov 2008 | H | Hull City | D | 2 - 2 |
| Thur 27 Nov 2008 | H | AC Milan - UEFA Cup Round 2 2nd Game | D | 2 - 2 |
| Sun 30 Nov 2008 | H | Blackburn Rovers | W | 3 - 2 |
| Thur 4 Dec 2008 | A | Wolfsburg - UEFA Cup Round 2 3rd Game | L | 2 - 3 |
| Sun 7 Dec 2008 | A | West Bromwich Albion | D | 1 - 1 |
| Sun 14 Dec 2008 | H | Newcastle Utd | L | 0 - 3 |
| Wed 17 Dec 2008 | H | Heerenveen - UEFA Cup Round 2 4th Game | W | 3 - 0 |
| Sat 20 Dec 2008 | A | Bolton Wanderers | L | 1 - 2 |
| Fri 26 Dec 2008 | H | West Ham Utd | L | 1 - 4 |
| Sun 28 Dec 2008 | A | Arsenal | L | 0 - 1 |
| Sat 3 Jan 2009 | H | Bristol City - FA Cup Round 3 | D | 0 - 0 |
| Tue 13 Jan 2009 | A | Bristol City - FA Cup Round 3 Replay | W | 2 - 0 |
| Sun 18 Jan 2009 | A | Tottenham Hotspur | D | 1 - 1 |
| Sat 24 Jan 2009 | H | Swansea City - FA Cup Round 4 | L | 0 - 2 |
| Tue 27 Jan 2009 | H | Aston Villa | L | 0 - 1 |
| Sat 31 Jan 2009 | A | Fulham | L | 1 - 3 |
| Sat 7 Feb 2009 | H | Liverpool | L | 2 - 3 |
| Sat 14 Feb 2009 | H | Manchester City | W | 2 - 0 |
| Sat 21 Feb 2009 | A | Stoke City | D | 2 - 2 |
| Tue 3 Mar 2009 | H | Chelsea | L | 0 - 1 |
| Sat 14 Mar 2009 | A | Middlesbrough | D | 1 - 1 |
| Sat 21 Mar 2009 | H | Everton | W | 2 - 1 |
| Sat 4 Apr 2009 | A | Hull City | D | 0 - 0 |
| Sat 11 Apr 2009 | H | West Bromwich Albion | D | 2 - 2 |
| Sat 18 Apr 2009 | H | Bolton Wanderers | W | 1 - 0 |
| Wed 22 Apr 2009 | A | Manchester Utd | L | 0 - 2 |
| Mon 27 Apr 2009 | A | Newcastle Utd | D | 0 -0 |
| Sat 2 May 2009 | H | Arsenal | L | 0 - 3 |
| Sat 9 May 2009 | A | Blackburn Rovers | L | 0 -2 |
| Mon 18 May 2009 | H | Sunderland | W | 3 - 1 |
| Sun 24 May 2009 | A | Wigan Athletic | L | 0 - 1 |
| < Back < League Table < Playing Squad 2008-09 |
