In the Chicago mayoral election of 1899, Democrat Carter Harrison Jr. was reelected, winning a plurality of the vote and defeating Republican nominee Zina R. Carter, former Illinois governor John Peter Altgeld, as well as several minor candidates by a double-digit margin.

Carter Henry Harrison IV was an American newspaper publisher and Democratic politician who served a total of five terms as mayor of Chicago but failed in his attempt to become his party's presidential nominee in 1904. Descended from aristocratic Virginia families and the son of five-term Chicago mayor Carter Harrison Sr., this Carter Harrison (IV) became the first native Chicagoan elected its mayor.