A successful Chicago architect, he was selected as Director of Works for the 1892–93 World's Columbian Exposition, colloquially referred to as "The White City". He had prominent roles in the creation of master plans for the development of a number of cities, including the Plan of Chicago, and plans for Manila, Baguio and downtown Washington, D.C.. He also designed several famous buildings, including a number of notable skyscrapers in Chicago, the Flatiron Building of triangular shape in New York City, Union Station in Washington D.C., London's Selfridges department store, and San Francisco's Merchants Exchange.