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| Schedule | Ranking | FA CUP | UEFA CUP |
| 2007/2008 | || | 2008/2009 |
| 16th July 2008 |
Exeter - Portsmouth |
1-1
|
| 18th July 2008, 7:45 p.m. |
Swindon - Portsmouth |
1-3
|
| 22nd July 2008, 7:45 p.m. |
Bournemouth - Portsmouth |
1-4
|
| 25th July 2008 |
Nigeria or another team of the Nigerian Premier League (located at Abuju) |
|
| 4th August 2008, 7:45 p.m. |
Oxford - Portsmouth |
|
| 5th August 2008, 7:45 p.m. |
Havant and Waterlooville - Portsmouth |
|
| 10th August 2008 |
Portsmouth - Manchester United |
| 16th August 2008 |
Chelsea - Portsmouth |
|
| 23rd August 2008 |
Portsmouth - Manchester United |
|
| 30th August 2008 |
Everton - Portsmouth |
|
| 13th September 2008 |
Portsmouth - Middlesbrough |
|
| 20th September 2008 |
Manchester City - Portsmouth |
|
| 27th September 2008 |
Portsmouth - Tottenham Hotspur |
|
| 4th October 2008 |
Portsmouth - Stoke City |
|
| 18th October 2008 |
Aston Villa - Portsmouth |
|
| 25th October 2008 |
Portsmouth - Fulham |
|
| 29th October 2008 |
Liverpool - Portsmouth |
|
| 1st November 2008 |
Portsmouth - Wigan Athletic |
|
| 8th November 2008 |
Sunderland - Portsmouth |
|
| 15th November 2008 |
West Ham United - Portsmouth |
|
| 22nd November 2008 |
Portsmouth - Hull City |
|
| 29th November 2008 |
Portsmouth - Blackburn Rovers |
|
| 6th December 2008 |
West Bromwich Albion - Portsmouth |
|
| 13th December 2008 |
Portsmouth - Newcastle United |
|
| 20th December 2008 |
Bolton Wandereres - Portsmouth |
|
| 26th December 2008 |
Portsmouth - West Ham United |
|
| 28th December 2008 |
Arsenal - Portsmouth |
|
| 10th January 2009 |
Portsmouth - Manchester City |
|
| 17th January 2009 |
Tottenham Hotspur - Portsmouth |
|
| 27th January 2009 |
Portsmouth - Aston Villa |
|
| 31th January 2009 |
Fulham - Portsmouth |
|
| 7th January 2009 |
Portsmouth - Liverpool |
|
| 21st January 2009 |
Stoke City - Portsmouth |
|
| 28th January 2009 |
Manchester United - Portsmouth |
|
| 3rd March 2009 |
Portsmouth - Chelsea |
|
| 14th March 2009 |
Middlesbrough - Portsmouth |
|
| 21st March 2009 |
Portsmouth - Everton |
|
| 4th April 2009 |
Hull City - Portsmouth |
|
| 11th April 2009 |
Portsmouth - West Bromwich Albion |
|
| 18th April 2008 |
Portsmouth - Bolton Wandereres |
|
| 25th April 2009 |
Newcastle United - Portsmouth |
|
| 2nd May 2009 |
Portsmouth - Arsenal |
|
| 9th May 2009 |
Blackburn Rovers - Portsmouth |
|
| 16th May 2009 |
Portsmouth - Sunderland |
|
| 24th May 2009 |
Wigan Athletic - Portsmouth |
|