| Middlesbrough FC v Chelsea FC 18/10/2008 | £6.50 | |
| Chelsea FC v Roma (AS) 22/10/2008 | £4.50 | |
| Chelsea FC v Liverpool FC 26/10/2008 | £5.50 | |
| Hull City FC v Chelsea FC 29/10/2008 | £5.50 | |
| Chelsea FC v Sunderland FC 01/11/2008 | £4.80 | |
| Blackburn Rovers FC v Chelsea FC 09/11/2008 | £4.90 | |
| Chelsea FC v Burnley FC 12/11/2008 | £4.80 | |
| West Bromwich Albion FC v Chelsea FC 15/11/2008 | £4.90 | |
| Chelsea FC v Newcastle United FC 22/11/2008 | £4.80 | |
| Chelsea FC v Arsenal FC 30/11/2008 | £4.80 | |
| Bolton Wanderers FC v Chelsea FC 06/12/2008 | £5.20 | |
| Chelsea FC v CFR Cluj-Napoca 09/12/2008 | £4.80 |