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Joseph Medill (1871–73), Chicago’s first modern mayor. Courtesy University of Illinois at Chicago Carter H. Harrison II (1897–1905, 1911–15), the ultimate practitioner of the politics of balance in Chicago. Courtesy University of Illinois at Chicago Edward F. Dunne (1905–7), one of a rare breed of Chicago politicians: a reformer. Courtesy University of Illinois at Chicago Fred A. Busse (1907–11), who reflected and accepted the free and easy moral climate of turnof -the-century Chicago. University of Illinois at Chicago, The University Library, Lawrence J. Gutter Collection of Chicagoana William “Big Bill”Thompson (1915–23, 1927–31) at the lever of an earthmoving machine; right, public works commissioner RichardWolf.Thompson began the tradition of the “builder” mayors. University of Illinois at Chicago, The University Library, Lawrence J. Gutter Collection of Chicagoana Big BillThompson launching his “America First” campaign for mayor in 1927. University of Illinois at Chicago,The University Library, Lawrence J. Gutter Collection of Chicagoana Chicago reform mayorWilliam E. Dever (1923–27; center), watching his wife cast her ballot. Courtesy Chicago Sun-Times Mayor Anton J. Cermak (1931–33; left) with presidential candidate Franklin D. Roosevelt and Roosevelt’s son Jimmy at a ChicagoWhite Sox game. Cermak was beginning to appreciate the importance of federal patronage to the Chicago machine. University of Illinois at Chicago,The University Library, Department of Special Collections Mayor Cermak (left) with Alderman CharlesWeber in a Havana bar during Prohibition. Cermak advertised his antiprohibition views to approving Chicago voters. Courtesy University of Illinois at Chicago, Urban Historical Collection Mayor Edward J. Kelly (1933–47; center) with some members of the KellyNash machine: U.S. senator J. Hamilton Lewis (far left) and Mathias “Paddy” Bauler, a North Side alderman (right). Courtesy University of Illinois at Chicago Carter Harrison II (1), newly elected reform mayor Martin H. Kennelly (2), and Edward Kelly (3) spanning the political generations in 1947. Courtesy Chicago Sun-Times Martin H. Kennelly (1947–55), the “mugwump” reformer who could not control the machine that elected him. Courtesy University of Illinois at Chicago Cook County clerk Richard J. Daley administering the oath of office to Mayor Martin H. Kennelly in 1951.This power relationship would be reversed four years later, when Daley would take the Democratic mayoral nomination from the incumbent Kennelly. Courtesy Chicago Sun-Times A jubilant Richard J. Daley (1955–76), flushed with victory and shaking hands in 1955 with the defeated and crestfallen Kennelly. Courtesy Chicago Sun-Times Richard J. Daley, “America’s last boss,” exuding a twinkling Irish charm even though somewhat flustered by an affectionate Hawaiian tourist representative. University of Illinois at Chicago,The University Library, Department of Special Collections A young Richard J. Daley campaigning for mayor, always ready to demonstrate his strong commitment to family values and to the neighborhoods. Courtesy University of Illinois at Chicago Michael A. Bilandic (1976–79), soon to be defeated by Jane Byrne and a record snowfall. Courtesy Chicago Sun-Times Jane M. Byrne (1979–83) doing what she did best: campaigning among Chicago’s upscale, professional women. Courtesy University of Illinois at Chicago Mayor Byrne with the Roman Catholic auxiliary bishop of Chicago,Alfred L.Abramowicz. Raised and educated with her upper-income, “lace curtain” peers in private schools, she was an unorthodox Chicago politician. Courtesy University of Illinois at Chicago “Fighting Jane” Byrne unleashing her campaign for the 1987 mayoral election. Courtesy Jane Byrne for Mayor, 1987 Candidate HaroldWashington (center) celebrating his 1983 mayoral primary victory with Jesse Jackson (left) and Senator Alan Cranston of California. Courtesy University of Illinois at Chicago Candidate Washington preparing to debate Republican mayoral candidate Bernard Epton. Courtesy Chicago Sun-Times A smiling and photogenic Mayor Harold Washington (1983–87), no longer an enigma to Chicago voters by 1987. Courtesy Office of the Mayor Eugene Sawyer, acting mayor from 1987, after HaroldWashington’s death, until 1989, when he was defeated by Richard M. Daley. His cooler demeanor and willingness to work with others contributed toward lowering the decibel level of ethnoracial political squabbling in Chicago. Courtesy Monroe Anderson Chicago’s second Daley, Richard M., in a relaxed moment, reflecting the cooling political climate after he won the mayoralty in 1989. Courtesy Office of the Mayor Newly reelected mayor Richard M. Daley standing proudly with his wife Maggie and their three children on election night in 1991. Also with the mayor is his mother, Eleanor “Sis” Daley, perhaps the only Chicagoan who could match her son in citywide popularity. Mayor’s...

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