After red-shirting in 1986–87 to rehab a serious knee injury, Bennett served as team captain and averaged 15.2 points and 7.8 rebounds per game as a senior during the following season, again earning All-SEC honors. Along with teammate and future NBA player Rex Chapman, Bennett helped lead the Wildcats that season to their 37th SEC title with a 27–6 record. The Wildcats were ranked as the 6th college basketball team in the nation by the Associated Press and UPI and secured the number two Southeast Conference seed in the 1988 NCAA Men's Division I Basketball Tournament. Kentucky's talents led the team to the tournament's Sweet Sixteen, where they suffered a defeat against Villanova.