| PL | 24/05/2009 | Manchester City | 1-0 | Bolton Wanderers | | | 47,202 | Loss |
| PL | 16/05/2009 | Bolton Wanderers | 1-1 | Hull City | Steinsson | | 25,085 | Draw |
| PL | 09/05/2009 | Bolton Wanderers | 0-0 | Sunderland | | | 24,005 | Draw |
| PL | 02/05/2009 | Wigan Athletic | 0-0 | Bolton Wanderers | | | 18,655 | Draw |
| PL | 25/04/2009 | Bolton Wanderers | 1-1 | Aston Villa | Cohen | | 21,709 | Draw |
| PL | 18/04/2009 | Portsmouth | 1-0 | Bolton Wanderers | | | 20,158 | Loss |
| PL | 11/04/2009 | Chelsea | 4-3 | Bolton Wanderers | O'Brien, Basham, Taylor | | 41,096 | Loss |
| PL | 04/04/2009 | Bolton Wanderers | 4-1 | Middlesbrough | Davies, Cahill, Taylor, Gardner | | 20,819 | Win |
| PL | 21/03/2009 | West Bromwich Albion | 1-1 | Bolton Wanderers | Taylor | | 25,530 | Draw |
| PL | 14/03/2009 | Bolton Wanderers | 1-3 | Fulham | Davies K | | 22,117 | Loss |
| PL | 04/03/2009 | Stoke City | 2-0 | Bolton Wanderers | | | 26,319 | Loss |
| PL | 01/03/2009 | Bolton Wanderers | 1-0 | Newcastle United | Gardner | | 20,763 | Win |
| PL | 21/02/2009 | Bolton Wanderers | 2-1 | West Ham United | Taylor, Davies K | | 21,245 | Win |
| PL | 07/02/2009 | Everton | 3-0 | Bolton Wanderers | | | 33,791 | Loss |
| PL | 31/01/2009 | Bolton Wanderers | 3-2 | Tottenham Hotspur | Sebastien Puygrenier, Kevin Davies, Kevin Davies | | 21,575 | Win |
| PL | 28/01/2009 | Blackburn Rovers | 2-2 | Bolton Wanderers | Taylor, Davies K | | 25,205 | Draw |
| PL | 17/01/2009 | Bolton Wanderers | 0-1 | Manchester United | | | 26,021 | Loss |
| PL | 10/01/2009 | Arsenal | 1-0 | Bolton Wanderers | | | 60,068 | Loss |
| FAC3 | 03/01/2009 | Sunderland | 2-1 | Bolton Wanderers | Smolarek | | 20,685 | Loss |
| PL | 28/12/2008 | Bolton Wanderers | 0-1 | Wigan Athletic | | | 23,726 | Loss |
| PL | 26/12/2008 | Liverpool | 3-0 | Bolton Wanderers | | | 43,548 | Loss |
| PL | 20/12/2008 | Bolton Wanderers | 2-1 | Portsmouth | Taylor, Gardner | | 19,884 | Win |
| PL | 13/12/2008 | Aston Villa | 4-2 | Bolton Wanderers | Elmander, Davies K | | 35,134 | Loss |
| PL | 06/12/2008 | Bolton Wanderers | 0-2 | Chelsea | | | 22,023 | Loss |
| PL | 29/11/2008 | Sunderland | 1-4 | Bolton Wanderers | Taylor, Cahill, Elmander 2 | | 35,457 | Win |
| PL | 22/11/2008 | Middlesbrough | 1-3 | Bolton Wanderers | Steinsson, Taylor, Elmander | | 24,487 | Win |
| PL | 15/11/2008 | Bolton Wanderers | 0-2 | Liverpool | | | 24,893 | Loss |
| PL | 08/11/2008 | Hull City | 0-1 | Bolton Wanderers | Taylor | | 24,903 | Win |
| PL | 02/11/2008 | Bolton Wanderers | 2-0 | Manchester City | Gardner, Dunne (og) | | 21,095 | Win |
| PL | 29/10/2008 | Bolton Wanderers | 0-1 | Everton | | | 21,692 | Loss |
| PL | 26/10/2008 | Tottenham Hotspur | 2-0 | Bolton Wanderers | | | 35,507 | Loss |
| PL | 18/10/2008 | Bolton Wanderers | 0-0 | Blackburn Rovers | | | 24,778 | Draw |
| PL | 05/10/2008 | West Ham United | 1-3 | Bolton Wanderers | Davies, Cahill, Taylor | | 33,715 | Win |
| PL | 27/09/2008 | Manchester United | 2-0 | Bolton Wanderers | | | 75,484 | Loss |
| PL | 20/09/2008 | Bolton Wanderers | 1-3 | Arsenal | Davies K | | 22,694 | Loss |
| PL | 13/09/2008 | Fulham | 2-1 | Bolton Wanderers | Davies K | | 23,656 | Loss |
| PL | 30/08/2008 | Bolton Wanderers | 0-0 | West Bromwich Albion | | | 20,387 | Draw |
| LC2 | 26/08/2008 | Bolton Wanderers | 1-2 | Northampton Town | Nolan | | 7,136 | Loss |
| PL | 23/08/2008 | Newcastle United | 1-0 | Bolton Wanderers | | | 47,711 | Loss |
| PL | 16/08/2008 | Bolton Wanderers | 3-1 | Stoke City | Steinsson, Davies, Elmander | | 22,717 | Win |