Playing at Wisconsin, Buenning was a four-year starter on the offensive line, and was a team captain his senior season. He was an All-American and All-Big Ten selection after the 2004 season.
Tampa Bay Buccaneers
Buenning was drafted by the Tampa Bay Buccaneers in the fourth round (107th overall) of the 2005 NFL Draft, and became an immediate starter. He played in nine games his sophomore season before suffering an anterior cruciate ligament tear against the Dallas Cowboys on Thanksgiving, sidelining him for the rest of 2006 and all of 2007. After spending his first three NFL seasons at guard, he moved to center between the 2007 and 2008 seasons.
On September 2, 2008, Buenning was traded to the Chicago Bears for a conditional 2009 sixth-round pick.
On September 4, 2009, the Bears informed Buenning that the team intended to cut him.