How many times has someone been elected President by a majority of the Electoral College votes when they lost the popular votes?

Donald Trump won the 2016 presidential election defeating Hillary Clinton. In the 2016 presidential election Donald Trump received 304 (56.5%) electoral votes and Hillary Clinton received 227 (42.2%) electoral votes. Due to faithless voting, others receiving electoral votes were Colin Powell 3, Bernie Sanders 1, Ron Paul 1, John Kasich 1, and Faith Spotted Eagle 1. The popular vote totals were Clinton 65,794,399 and Trump 62,955,202.

George W. Bush won the 2000 presidential election defeating Albert Gore, Jr. In the 2000 presidential election George W. Bush received 271 (50.5%) electoral votes and Albert Gore, Jr. received 266 (49.5%) electoral votes. The popular vote totals were Gore 50,996,582 (50.3%) and Bush 50,456,062 (49.7%).

Benjamin Harrison won the 1888 presidential election defeating incumbent President Grover Cleveland. In the 1888 presidential election Benjamin Harrison received 233 electoral votes and Grover Cleveland received 168 electoral votes. The popular vote totals were Cleveland 5,534,488 and Harrison 5,443,892.

Republic Party candidate Rutherford Hayes won the 1876 presidential election defeating Democratic Party candidate Samuel Tilden. In the 1876 presidential election Rutherford Hayes received 185 electoral votes and Samuel Tilden received 184 electoral votes. The popular vote totals were Tilden 4,288,546 and Hayes 4,034,311.