The mayoral term in Chicago was two years from 1837 through 1907, at which time it was lengthened to four years. A mayor (from the Latin māior, meaning "greater" is a modern title used in many countries for the highest ranking officer in a municipal government Chicago (ʃɪˈkɑːgoʊ is the largest City by population in the state of Illinois and the American Midwest of the United States. The State of Illinois ( roughly ill-i-NOY is a state of the United States of America, the 21st to be admitted to the Union. The municipal flag of Chicago consists of two blue horizontal stripes on a field of white each stripe one-sixth the height of the full flag and placed slightly less than Until 1861, municipal elections were held in March. In that year, legislation changed them to April. In 1869, however, election time was changed to November, and terms expiring in April of that year were lengthened.
| # | Name | Term | Party | Notes |
|---|---|---|---|---|
| 1 | William Butler Ogden | 1837-1838 | Democratic | |
| 2 | Buckner Stith Morris | 1838-1839 | Whig | |
| 3 | Benjamin Wright Raymond | 1839-1840 | Whig | |
| 4 | Alexander Lloyd | 1840-1841 | Democratic | |
| 5 | Francis Cornwall Sherman | 1841-1842 | Democratic | |
| 6 | Benjamin Wright Raymond | 1842-1843 | Whig | |
| 7 | Augustus Garrett | 1843-1844 | Democratic | |
| 8 | Alson Sherman | 1844-1845 | Independent Democrat | |
| 9 | Augustus Garrett | 1845-1846 | Democratic | |
| 10 | John Putnam Chapin | 1846-1847 | Whig | |
| 11 | James Curtiss | 1847-1848 | Democratic | |
| 12 | James Hutchinson Woodworth | 1848-1850 | Independent Democrat | |
| 13 | James Curtiss | 1850-1851 | Democratic | |
| 14 | Walter S. Gurnee | 1851-1853 | Democratic | |
| 15 | Charles McNeill Gray | 1853-1854 | Democratic | |
| 16 | Isaac Lawrence Milliken | 1854-1855 | Democratic | |
| 17 | Levi Day Boone | 1855-1856 | Know-Nothing | |
| 18 | Thomas Dyer | 1856-1857 | Democratic | |
| 19 | John Wentworth | 1857-1858 | Democratic | |
| 20 | John Charles Haines | 1858-1860 | Democratic | |
| 21 | John Wentworth | 1860-1861 | Democratic | |
| 22 | Julian Sidney Rumsey | 1861-1862 | Republican | |
| 23 | Francis Cornwall Sherman | 1862-1865 | Democratic | |
| 24 | John Blake Rice | 1865-1869 | Republican | |
| 25 | Roswell B. Mason | 1869-1871 | Citizens | |
| 26 | Joseph Medill | 1871-1873 | Fireproof | |
| 27 | Harvey Doolittle Colvin | 1873-1875 | People's | |
| 28 | Monroe Heath | 1876-1879 | Republican | |
| 29 | Carter Henry Harrison, Sr. | 1879-1887 | Democratic | |
| 30 | John A. Roche | 1887-1889 | Republican | |
| 31 | DeWitt Clinton Cregier | 1889-1891 | Republican | |
| 32 | Hempstead Washburne | 1891-1893 | Republican | |
| 33 | Carter Henry Harrison, Sr. | 1893 | Democratic | Assassinated in office |
| 34 | George Bell Swift | 1893 | Republican | Mayor Pro Tem |
| 35 | John Patrick Hopkins | 1893-1895 | Democratic | |
| 36 | George Bell Swift | 1895-1897 | Republican | |
| 37 | Carter Henry Harrison, Jr. | 1897-1905 | Democratic | |
| 38 | Edward Fitzsimmons Dunne | 1905-1907 | Democratic | |
| 39 | Fred A. Busse | 1907-1911 | Republican | |
| 40 | Carter Henry Harrison, Jr. | 1911-1915 | Democratic | |
| 41 | William Hale Thompson | 1915-1923 | Republican | |
| 42 | William Emmett Dever | 1923-1927 | Democratic | |
| 43 | William Hale Thompson | 1927-1931 | Republican | |
| 44 | Anton Cermak | 1931-1933 | Democratic | Assassinated in office |
| 45 | Frank J. Corr | March 15, 1933 - April 17, 1933 | Democratic | 32 days, Acting Mayor |
| 46 | Edward Joseph Kelly | April 17, 1933 - April 15, 1947 | Democratic | |
| 47 | Martin H. Kennelly | April 15, 1947 - April 20, 1955 | Democratic | |
| 48 | Richard Joseph Daley | April 20, 1955 - December 20, 1976 | Democratic | Died in Office |
| 49 | Michael Anthony Bilandic | December 28, 1976 - April 16, 1979 | Democratic | |
| 50 | Jane Margaret Byrne | April 16, 1979 - April 29, 1983 | Democratic | |
| 51 | Harold Washington | April 29, 1983 - November 25, 1987 | Democratic | Died in Office |
| 52 | David Duvall Orr | November 25, 1987 - December 2, 1987 | Democratic | 8 days, Interim Mayor |
| 53 | Eugene Sawyer | December 2, 1987 - April 24, 1989 | Democratic | Elected by city council to complete Mayor Washington's term |
| 54 | Richard Michael Daley | April 24, 1989 - Present | Democratic |