The 1999–2000 Kentucky Wildcats men's basketball team represented University of Kentucky in the 1999–2000 NCAA Division I men's basketball season. The head coach was Tubby Smith and the team finished the season with an overall record of 23–10. In the 2000 NCAA Tournament Kentucky was invited as a #5 seed. After an opening round win vs St. Bonaventure, the Wildcats were bounced in the second round by Syracuse 52–50.
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