Ogunleye played college football at Indiana from 1996 to 1999. During his college career, Ogunleye set school records for sacks and tackles for loss. Additionally, he accumulated 167 tackles, eight forced fumbles and three fumble recoveries. Ogunleye earned All-Big Ten honors in each of his final three seasons. He graduated with a degree in English. In November 2014, Ogunleye was inducted into the Indiana Athletic Hall of Fame. In May 2014, and after finishing his professional career in the NFL, Adewale went on to obtain a Master of Business Administration from George Washington University in Washington D.C.
Professional career
Despite being projected as a first- or second-round NFL draft pick following his junior season in 1998, Ogunleye chose to return to Indiana for his senior season. During the 1999 season, he suffered a major knee injury, which ended his college career, and a staph infection, which caused him to lose 50 pounds. He was not selected in the 2000 NFL Draft.
Miami Dolphins
Following the 2000 Draft, Ogunleye signed with the Miami Dolphins as an undrafted free agent. He spent the first year of his NFL career on injured reserve. In 2001, Ogunleye had recovered well enough to lead the team during the preseason in sacks and that earned him a spot on the Dolphins’ 53-man roster. By the end of his fourth season with the Miami Dolphins, Ogunleye had been voted starter in the 2004 NFL Pro Bowl. He led the AFC with 15 sacks in the 2003-2004 NFL season. He was given the Dan Marino Most Valuable Player of the year award, by the Miami Dolphins, that same season.
Chicago Bears
He was traded by the Dolphins to the Bears for wide receiver Marty Booker and a 3rd round pick in the 2005 NFL draft after holding out during the month of August before the 2004 NFL season. Ogunleye quickly signed a record-breaking 6-year contract with the Bears. During the next six seasons Ogunleye became a mainstay on the Bears top-ranked defense. During the 2005 NFL season, Ogunleye spearheaded the Bear's defensive line by recording ten sacks. Ogunleye was named team captain and helped the Bears reach Super Bowl XLI in Miami during the 2006 season. , Alex Brown and Mark Anderson during training camp in 2008 In 2008, Ogunleye was named the NFL Defensive Player of the Week for the week one after recording a safety and making a key fourth down stop against the Indianapolis Colts. On December 20, 2009 in a game against the Baltimore Ravens, Ogunleye fractured his left fibula. He was placed on season-ending injured reserve on December 26.
Houston Texans
On September 14, 2010 Ogunleye signed a one-year tender with the Houston Texans after his contract with the Chicago Bears had expired. At the end of the 2011 season, Ogunleye would end his professional playing career. He finished with 11 NFL seasons under his belt. He finished with career totals of 389 Tackles, 67.5 Sacks, 17 forced fumbles, and 14 fumble recoveries, 2 safeties and 1 Interception.