How many times has the U.S. had a president who did not win the popular vote?By David MillerIn U.S. Trivia, History TriviaH View AnswerFive times.U.S. presidents who did not win the popular vote include Andrew Jackson, 1824; Rutherford Hayes, 1876; Benjamin Harrison, 1888; George W. Bush, 2000; Donald Trump, 2016.