The Gallery of Mayors, surrounding the Council Chamber, contains portraits of the Mayors who served Winnipeg throughout its history. Up to 1955, the Mayor was elected for a one year term. From then until 1972, the term of office was for two years. After unification of the city in 1972, the term was extended to three years. In 1998 the term of office was extended to four years.
Mayors are listed from the date of Winnipeg's incorporation in the year 1873.
1800s
| Year | Name |
|---|---|
| 1874 | Francis Evans Cornish, Q. C. |
| 1875 - 1876 | William Nassau Kennedy |
| 1877 - 1878 | Thomas Scott |
| 1879 - 1880 | Alexander Logan |
| 1881 | Elias George Conklin |
| 1882 | Alexander Logan |
| 1883 | Alexander McMicken |
| 1884 | Alexander Logan |
| 1885 | Charles Edward Hamilton |
| 1886 | Henry Shaver Wesbrook |
| 1887 - 1888 | Lyman Melvin Jones |
| 1889 | Thomas Ryan |
| 1890 - 1891 | Alfred Pearson |
| 1892 | Alexander Macdonald |
| 1893 - 1894 | Thomas William Taylor |
| 1895 | Thomas Gilroy |
| 1896 | Richard Willis Jameson |
| 1897 | William F. McCreary |
| 1898 - 1899 | Alfred Joseph Andrews |
1900s
| Year | Name |
|---|---|
| 1900 | Horace Wilson |
| 1901 - 1903 | John Arbuthnot |
| 1904 - 1906 | Thomas Sharpe |
| 1907 - 1908 | James Henry Ashdown |
| 1909 - 1911 | William Sanford Evans |
| 1912 | Richard Deans Waugh |
| 1913 - 1914 | Thomas Russ Deacon |
| 1915 - 1916 | Richard Deans Waugh |
| 1917 | David J. Dyson - Unseated on recount, January 5, 1917 Frederick Harvey Davidson - Declared elected on recount, January 8, 1917 |
| 1918 | Frederick Harvey Davidson |
| 1919 - 1920 | Charles Frederick Gray |
| 1921 | Edward Parnell |
| 1922 | Edward Parnell - Died June 9th, 1922 Frank Oliver Fowler - Elected June 20th, 1922 |
| 1923 - 1924 | Seymour James Farmer |
| 1925 - 1927 | Lt. Col. Ralph Humphries Webb, D.S.O., M.C. |
| 1928 - 1929 | Lt. Col. Dan McLean |
| 1930 - 1934 | Lt. Col. Ralph Humphreys Webb, D.S.O., M.C. |
| 1935 - 1936 | John Queen, M. L. A. |
| 1937 | Frederick Edgar Warriner, D. D. S. |
| 1938 - 1940 | John Queen, M. L. A. |
| 1941 - 1942 | John Queen |
| 1943 - 1954 | Garnet Coulter, Q. C. |
| 1955 - 1956 | George Edward Sharpe |
| 1957 - 1959 | Stephen Juba, M. L. A. |
| 1960 - 1977 | Stephen Juba, OC |
| 1977 - 1979 | Robert Steen, Q. C. - Died May 10th, 1979 William Norrie, Q. C. - Elected June 21st, 1979 |
| 1979 - 1992 | William Norrie, Q. C. |
| 1992 - 1998 | Susan A. Thompson |
| 1998 - 1999 | Glen Murray |
2000s
| Year | Name |
|---|---|
| 2000 - 2004 | Glen Murray |
| 2004 - 2014 | Sam Katz |
| 2014 - 2022 | Brian Bowman |
| 2022 - present | Scott Gillingham |