1998–99 Kentucky Wildcats men's basketball team

The 1998–99 Kentucky Wildcats men's basketball team represented University of Kentucky in the 1998–99 NCAA Division I men's basketball season. The head coach was Tubby Smith and the team finished the season with an overall record of 28–9.

Schedule and results
!colspan=9 style=| Non-conference Regular season

!colspan=9 style=| SEC Regular season

!colspan=9 style=| SEC tournament

!colspan=9 style=| NCAA tournament