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| Last 10 games | more | |||
| 30.08.2008 | PR Premier League | Everton FC | Portsmouth | 0-3 |
| 25.08.2008 | PR Premier League | Portsmouth | Manchester United | 0-1 |
| 17.08.2008 | PR Premier League | Chelsea FC | Portsmouth | 4-0 |
| 10.08.2008 | CS FA Community Shield | Manchester United | Portsmouth | 0-0 p.3-1 |
| 05.08.2008 | CF Club Friendly | Havant & Waterloville | Portsmouth | 0-4 |
| 04.08.2008 | CF Club Friendly | Oxford | Portsmouth | 1-2 |
| 27.07.2008 | CF Club Friendly | Manchester United | Portsmouth | 2-1 |
| 21.07.2008 | CF Club Friendly | Bournemouth AFC | Portsmouth | 1-4 |
| 18.07.2008 | CF Club Friendly | Swindon Town | Portsmouth | 1-3 |
| 16.07.2008 | CF Club Friendly | Exeter City | Portsmouth | 1-1 |
| Next 10 games | more | |||
| 13.09.2008 | PR Premier League | Portsmouth | Middlesbrough |  |
| 18.09.2008 | UCQ Round 1 | Portsmouth | Guimaraes | |
| 21.09.2008 | PR Premier League | Manchester City | Portsmouth | |
| 28.09.2008 | PR Premier League | Portsmouth | Tottenham | |
| 02.10.2008 | UCQ Round 1 | Guimaraes | Portsmouth | |
| 05.10.2008 | PR Premier League | Portsmouth | Stoke City | |
| 18.10.2008 | PR Premier League | Aston Villa FC | Portsmouth | |
| 25.10.2008 | PR Premier League | Portsmouth | Fulham | |
| 29.10.2008 | PR Premier League | Liverpool | Portsmouth | |
| 01.11.2008 | PR Premier League | Portsmouth | Wigan | |