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  2. William Hale Thompson - Wikipedia

    en.wikipedia.org/wiki/William_Hale_Thompson

    William Hale Thompson (May 14, 1869 – March 19, 1944) was an American politician who served as mayor of Chicago from 1915 to 1923 and again from 1927 to 1931. Known as "Big Bill", [1] he is the most recent Republican to have served as mayor of Chicago.

  3. Mayor of Chicago - Wikipedia

    en.wikipedia.org/wiki/Mayor_of_Chicago

    William Hale Thompson (#41) was the last Republican mayor of Chicago. Jane Byrne (#50) was the first female mayor. Harold Washington (#51) was the first African American mayor. Richard M. Daley (#54) was the longest-serving mayor (22 years). Lori Lightfoot (#56) was the first African American female and the first openly gay female mayor of Chicago.

  4. 1931 Chicago mayoral election - Wikipedia

    en.wikipedia.org/wiki/1931_Chicago_mayoral_election

    The 1931 Chicago mayoral election was held to elect the Mayor of Chicago. Former Cook County Board of Commissioners President Anton Cermak defeated incumbent mayor William Hale Thompson (who remains to date the last Republican mayor of Chicago) by a 17-point margin of victory.

  5. William Hale Thompson 1927 mayoral campaign - Wikipedia

    en.wikipedia.org/wiki/William_Hale_Thompson_1927...

    Republican William Hale "Big Bill" Thompson, who had previously served as mayor of Chicago for two terms from 1915 to 1923, took advantage of the crime situation under his Democratic Party successor William Emmett Dever (attributed to Dever's strong enforcement of Prohibition causing increased competition among remaining bootleggers), and ran for a third nonconsecutive term, promising to end ...

  6. 1927 Chicago mayoral election - Wikipedia

    en.wikipedia.org/wiki/1927_Chicago_mayoral_election

    To date, this is the last mayoral election in Chicago won by a Republican candidate. [ab] [142] In the 21st century, Thompson and his 1927 campaign have both been analyzed by some modern writers as precursors to the political career of Donald Trump and Trumpism. [54] [152] [153]

  7. Political history of Chicago - Wikipedia

    en.wikipedia.org/wiki/Political_history_of_Chicago

    In 1855, Chicago Mayor Levi Boone threw Chicago politics into the national spotlight with some dry proposals that led to the Lager Beer Riot by the wets. [1] [full citation needed] The 1860 Republican National Convention in Chicago nominated home-state candidate Abraham Lincoln.

  8. Richard J. Daley - Wikipedia

    en.wikipedia.org/wiki/Richard_J._Daley

    He has been called "the last of the big city bosses" who controlled and mobilized American cities. [1] He was the patriarch of a powerful Chicago political family. His son, Richard M. Daley, would also go on to serve as mayor of Chicago and another son, William M. Daley, served as the United States Secretary of Commerce and White House Chief of ...

  9. 1971 Chicago mayoral election - Wikipedia

    en.wikipedia.org/wiki/1971_Chicago_mayoral_election

    The Chicago mayoral election of 1971, held on April 6, 1971, was a contest between incumbent Democrat Richard J. Daley and Republican Richard E. Friedman. [2] Daley won by a landslide 40% margin, and it was his fifth consecutive mayoral win, the longest serving mayor of Chicago until that time.