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| Last 10 games | more | |||
| 30.05.2009 | Cup Final | Chelsea FC | Everton FC | 2-1 |
| 24.05.2009 | PR Premier League | Sunderland | Chelsea FC | 2-3 |
| 17.05.2009 | PR Premier League | Chelsea FC | Blackburn Rovers | 2-0 |
| 10.05.2009 | PR Premier League | Arsenal FC | Chelsea FC | 1-4 |
| 06.05.2009 | CL Semifinal | Chelsea FC | FC Barcelona | 1-1 |
| 02.05.2009 | PR Premier League | Chelsea FC | Fulham | 3-1 |
| 28.04.2009 | CL Semifinal | FC Barcelona | Chelsea FC | 0-0 |
| 25.04.2009 | PR Premier League | West Ham | Chelsea FC | 0-1 |
| 22.04.2009 | PR Premier League | Chelsea FC | Everton FC | 0-0 |
| 18.04.2009 | Cup Semifinal | Arsenal FC | Chelsea FC | 1-2 |
| Next 10 games | more | |||
| 22.07.2009 | CF Club Friendly | Chelsea FC | Inter Milan |  |
| 25.07.2009 | CF Club Friendly | AC Milan | Chelsea FC | |
| 27.07.2009 | CF Club Friendly | Chelsea FC | Club América | |
| 09.08.2009 | CS FA Community Shield | Manchester United | Chelsea FC | |
| 15.08.2009 | PR Premier League | Chelsea FC | Hull City | |
| 18.08.2009 | PR Premier League | Sunderland | Chelsea FC | |
| 22.08.2009 | PR Premier League | Fulham | Chelsea FC | |
| 29.08.2009 | PR Premier League | Chelsea FC | Burnley FC | |
| 12.09.2009 | PR Premier League | Stoke City | Chelsea FC | |
| 19.09.2009 | PR Premier League | Chelsea FC | Tottenham | |