| Wigan Athletic FC v Chelsea FC 26/09/2009 | View match | |
| APOEL Nicosia v Chelsea FC 30/09/2009 | £8.00 | |
| Chelsea FC v Liverpool FC 04/10/2009 | £4.80 | |
| Aston Villa FC v Chelsea FC 17/10/2009 | £7.50 | |
| Chelsea FC v Athletico Madrid 21/10/2009 | £4.90 | |
| Chelsea FC v Blackburn Rovers FC 24/10/2009 | £4.90 | |
| Chelsea FC v Bolton Wanderers FC 28/10/2009 | £4.80 | |
| Bolton Wanderers FC v Chelsea FC 31/10/2009 | £6.50 | |
| Athletico Madrid v Chelsea FC 03/11/2009 | £6.50 | |
| Athletico Madrid v Chelsea FC 03/11/2009 | £7.00 | |
| Chelsea FC v Manchester United FC 08/11/2009 | £4.90 | |
| Chelsea FC v Wolverhampton Wanderers FC 21/11/2009 | £4.80 |