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| Last 10 games | more | |||
| 03.01.2009 | Cup Round 3 | Chelsea FC | Southend United | 1-1 |
| 28.12.2008 | PR Premier League | Fulham | Chelsea FC | 2-2 |
| 26.12.2008 | PR Premier League | Chelsea FC | West Bromwich | 2-0 |
| 22.12.2008 | PR Premier League | Everton FC | Chelsea FC | 0-0 |
| 14.12.2008 | PR Premier League | Chelsea FC | West Ham | 1-1 |
| 09.12.2008 | CL Group A | Chelsea FC | CFR Cluj | 2-1 |
| 06.12.2008 | PR Premier League | Bolton Wanderers | Chelsea FC | 0-2 |
| 30.11.2008 | PR Premier League | Chelsea FC | Arsenal FC | 1-2 |
| 26.11.2008 | CL Group A | Bordeaux | Chelsea FC | 1-1 |
| 22.11.2008 | PR Premier League | Chelsea FC | Newcastle | 0-0 |
| Next 10 games | more | |||
| 10.01.2009 | PR Premier League | Manchester United | Chelsea FC |  |
| 14.01.2009 | Cup Round 3 Rep | Southend United | Chelsea FC | |
| 17.01.2009 | PR Premier League | Chelsea FC | Stoke City | |
| 28.01.2009 | PR Premier League | Chelsea FC | Middlesbrough | |
| 31.01.2009 | PR Premier League | Liverpool | Chelsea FC | |
| 07.02.2009 | PR Premier League | Chelsea FC | Hull City | |
| 21.02.2009 | PR Premier League | Aston Villa FC | Chelsea FC | |
| 25.02.2009 | CL 1/8 final | Chelsea FC | Juventus | |
| 28.02.2009 | PR Premier League | Chelsea FC | Wigan | |
| 03.03.2009 | PR Premier League | Portsmouth | Chelsea FC | |