| Sunderland FC v Bolton Wanderers FC 03/01/2009 | £4.80 | |
| Arsenal FC v Bolton Wanderers FC 10/01/2009 | £4.80 | |
| Arsenal FC v Bolton Wanderers FC 10/01/2009 | £5.50 | |
| Bolton Wanderers FC v Manchester United FC 17/01/2009 | £5.50 | |
| Blackburn Rovers FC v Bolton Wanderers FC 28/01/2009 | £4.80 | |
| Bolton Wanderers FC v Tottenham Hotspur FC 31/01/2009 | £7.50 | |
| Bolton Wanderers FC v Tottenham Hotspur FC 31/01/2009 | £6.50 | |
| Everton FC v Bolton Wanderers FC 07/02/2009 | £4.80 | |
| Bolton Wanderers FC v West Ham United FC 21/02/2009 | £4.80 | |
| Bolton Wanderers FC v Newcastle United FC 01/03/2009 | £4.80 | |
| Bolton Wanderers FC v Fulham FC 14/03/2009 | £4.80 | |
| West Bromwich Albion FC v Bolton Wanderers FC 21/03/2009 | £4.80 |