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| Last 10 games | more | |||
| 05.10.2008 | PR Premier League | Chelsea FC | Aston Villa FC | 2-0 |
| 01.10.2008 | CL Group A | CFR Cluj | Chelsea FC | 0-0 |
| 27.09.2008 | PR Premier League | Stoke City | Chelsea FC | 0-2 |
| 24.09.2008 | LC Round 3 | Portsmouth | Chelsea FC | 0-4 |
| 21.09.2008 | PR Premier League | Chelsea FC | Manchester United | 1-1 |
| 16.09.2008 | CL Group A | Chelsea FC | Bordeaux | 4-0 |
| 13.09.2008 | PR Premier League | Manchester City | Chelsea FC | 1-3 |
| 31.08.2008 | PR Premier League | Chelsea FC | Tottenham | 1-1 |
| 24.08.2008 | PR Premier League | Wigan | Chelsea FC | 0-1 |
| 17.08.2008 | PR Premier League | Chelsea FC | Portsmouth | 4-0 |
| Next 10 games | more | |||
| 18.10.2008 | PR Premier League | Middlesbrough | Chelsea FC |  |
| 22.10.2008 | CL Group A | Chelsea FC | Roma | |
| 26.10.2008 | PR Premier League | Chelsea FC | Liverpool | |
| 29.10.2008 | PR Premier League | Hull City | Chelsea FC | |
| 01.11.2008 | PR Premier League | Chelsea FC | Sunderland | |
| 04.11.2008 | CL Group A | Roma | Chelsea FC | |
| 09.11.2008 | PR Premier League | Blackburn Rovers | Chelsea FC | |
| 11.11.2008 | LC Round 4 | Chelsea FC | Burnley FC | |
| 15.11.2008 | PR Premier League | West Bromwich | Chelsea FC | |
| 22.11.2008 | PR Premier League | Chelsea FC | Newcastle | |