In the 2008 season, the Bears finished 9-7 in the regular season, finishing in second place in the NFC North.
Prior to 2009, the last time the Bears did not make a first-round selection was 2006. Their first pick that year was Miami (FL) kick returner Devin Hester, who was selected 57th overall.
- The Bears acquired the 5th pick in the 4th round (140th overall) and Jay Cutler from the Denver Broncos in exchange for the 18th pick in the first round, the 20th pick in the 3rd round (84th overall) and a first-round pick in 2010 on April 2, 2009.
- The Bears acquired the 18th pick in the 6th round (191st overall) from the Tampa Bay Buccaneers in exchange for Brian Griese and the 20th pick in the 7th round (229th overall) on March 3, 2008. The Bears traded the pick back to Tampa Bay in exchange for Dan Buenning on Sept. 2, 2008.