The Chicago mayoral election in February was the most crowded in city history, with 14 candidates on the ballot, including respected local government leaders, a charismatic entrepreneur who routinely hands out $100 bills to strangers, and even a candidate named Daley, whose brother and father were mayors before him.

They were all beaten by two women, Lori Lightfoot and Toni Preckwinkle, who are now headed for a runoff on Tuesday in a history-making race.

Chicago will be the largest American city to ever elect an African-American woman as its mayor. It previously had two black men in the office, Harold Washington and Eugene Sawyer, and one woman, Jane Byrne.