The 1998–99 Drexel Dragons men's basketball team represented Drexel University during the 1998–99 NCAA Division I men's basketball season. The Dragons, led by 8th year head coach Bill Herrion, played their home games at the Daskalakis Athletic Center and were members of the America East Conference (AEC). The team finished the season 20–9, and finished in 1st place in the AEC in the regular season.