| William Butler Ogden | |
| Buckner Stith Morris | |
| Benjamin Wright Raymond | |
| Alexander Lloyd | |
| Francis Cornwall Sherman | |
| Augustus Garrett | |
| Alson Sherman | |
| John Putnam Chapin | |
| James Curtiss | |
| James Hutchinson Woodworth | |
| Walter S. Gurnee | |
| Charles McNeill Gray | |
| Isaac Lawrence Milliken | |
| Levi Day Boone | |
| Thomas Dyer | |
| John Wentworth | |
| John Charles Haines | |
| Julian Sidney Rumsey | |
| John Blake Rice | |
| Roswell B. Mason | |
| Joseph Medill | |
| Harvey Doolittle Colvin | |
| Monroe Heath | |
| Carter Henry Harrison, Sr | |
| John A. Roche | |
| DeWitt Clinton Cregier | |
| Hempstead Washburne | |
| George Bell Swift | |
| John Patrick Hopkins | |
| Carter Henry Harrison, Jr | |
| Edward Fitzsimmons Dunne | |
| Fred A. Busse | |
| William Hale Thompson | |
| William Emmett Dever | |
| Anton Joseph Cermak | - March 15, 1933 (his death) |
| Frank J. Corr | March 15, 1933 - April 17, 1933 (32 days) |
| Edward Joseph Kelly | April 17, 1933 - |
| Martin H. Kennelly | |
| Richard Joseph Daley | April 20, 1955 - December 20, 1976 (his death) |
| Michael Anthony Bilandic | December 28, 1976 - April 16, 1979 |
| Jane Margaret Byrne | April 16, 1979 - April 29, 1983 |
| Harold Washington | April 29, 1983 - November 25, 1987 (his death) |
| David Duvall Orr | November 25, 1987 - December 2, 1987 (8 days) |
| Eugene Sawyer | December 2, 1987 - April 24, 1989 |
| Richard Michael Daley | April 24, 1989 - present |