This list contains every Mayor of Chesterfield that has been elected by the council.
1598 - Ralph Clarke nominated 21 April to serve until Michaelmas; possibly then chosen for a further full year
1599 - Godfrey Heathcote
1600 - Thomas Rayneshaw
1602 - Thomas Heathcote
1606 - Godfrey Heathcote
1607 - Thomas Woodward
1608 - Martin Bretland
1610 - Godfrey Heathcote
1611 - Richard Webster
1612 - Ralph Wheeldon
1614 - William Boot
1618 - Godfrey Heathcote
1619 - Ralph Wheeldon
1620 - Godfrey Webster
1622 - William Boot
1623 - Richard Taylor
1624 - Godfrey Heathcote
1626 - Richard Milnes
1627 - Reynold Bretland
1628 - George Dickons
1629 - Ralph Clarke
1630 - Richard Taylor
1631 - Thomas Forth
1632 - Godfrey Heathcote
1633 - William Clarke
1634 - Reynold Bretland
1635 - Ralph Clarke
1636 - Richard Taylor
1645 - Raynold Bretland
1646 - Thomas Forth
1647 - Thomas Bretland
1648 - Ralph Clarke
1649 - Richard Wood
1650 - William Newton
1651 - Samuel Taylor
1652 - Reynold Bretland
1653 - Thomas Forth
1654 - Hercules Clay
1655 - Ralph Clarke
1656 - Richard Wood
1657 - Gabriel Wain, captain
1658 - William Newton
1659 - Thomas Forth
1660 - Thomas Needham
1661 - Hercules Clay – removed 25 September 1662 and John Allwood installed
1662 - John Allwood
1663 - Richard Marchant
1664 - James Milnes
1665 - Thomas Pinder
1666 - Anthony Legate
1667 - Richard Marchant
1668 - John Woodward
1669 - James Milnes
1670 - Richard Clarke
1671 - Thomas Bretland
1672 - Peter Dowker
1673 - Richard Youle
1674 - Richard Marchant
1675 - John Woodward
1676 - James Milnes
1677 - Richard Clarke
1678 - Peter Dowker
1679 - Richard Coupe
1680 - Richard Youle
1681 - Richard Marchant
1682 - John Woodward
1683 - Thomas Dowker
1684 - Robert Stringfellow
1685 - Peter Dowker
1686 - Richard Coupe
1687 - Richard Youle
1688 - Francis Houldsworth
1689 - John Woodward
1690 - Thomas Dowker
1691 - Francis Moore
1692 - John Ashe
1693 - Roger Coates
1694 - John Milnes
1695 - David Seale
1696 - Richard Youle
1697 - Thomas Webster
1698 - Francis Moore
1699 - John Revell
1700 - John Ashe
1701 - Jacob Breilsford
1702 - Thomas Bower
1703 - Richard Wood
1704 - David Seale
1705 - Francis Moore
1706 - John Revell
1707 - John Bright
1708 - Jacob Breilsford
1709 - Thomas Bower
1710 - Richard Wood
1711 - David Seale
1712 - William Woodhouse
1713 - John Revell
1714 - John Bright
1715 - William Clarke
1716 - Christopher Pegge
1717 - Jacob Breilsford
1718 - William Sharshaw
1719 - Job Bradley
1720 - John Revell
1721 - John Bright
1722 - William Clarke
1723 - Christopher Pegge (died 24 January 1724); John Revell
1724 - Samuel Inman
1725 - Job Bradley
1726 - John Bright
1727 - Thomas Bower
1728 - John Revell
1729 - William Clark
1730 - Samuel Inman
1731 - Job Bradley
1732 - John Bright
1733 - Francis Bagshaw
1734 - Richard Milnes
1735 - William Clark
1736 - Samuel Inman
1737 - John Burton
1738 - Job Bradley
1739 - Francis Bagshaw
1740 - Joshua Jebb
1741 - Bernard Lucas
1742 - Job Bradley
1743 - William Clark
1744 - Job Bradley
1745 - Francis Bagshaw
1746 - John Fidler
1747 - Robert Watts
1748 - Joshua Jebb
1749 - William Saunders
1750 - Henry Thornhill
1751 - John Fidler
1752 - Robert Watts
1753 - Joshua Jebb
1754 - William Saunders
1755 - Henry Thornhill
1756 - John Fidler
1757 - Joshua Jebb
1758 - William Saunders
1759 - Henry Thornhill
1760 - Joshua Jebb
1761 - Nicholas Twigg
1762 - Thomas Clark
1763 - Godfrey Webster
1764 - Joshua Jebb
1765 - Nicholas Twigg
1766 - Thomas Clark
1767 - Samuel Townrow
1768 - Charles Staniforth
1769 - Samuel Jebb
1770 - Joshua Jebb
1771 - No Mayor elected; writ of mandamus 8 July 1772 to compel election; Nicholas Twigg elected 15 July
1772 - Robert Jennings
1773 - William Barker
1774 - Samuel Townrow
1775 - John Willot
1776 - Thomas Short
1777 - Robert Jennings
1778 - Samuel Townrow
1779 - John Elam
1780 - Thomas Short
1781 - Robert Marsden
1782 - John Elam
1783 - John Bale
1784 - John Elam
1785 - Thomas Dutton
1786 - John Bale
1787 - Thomas Dutton
1788 - Mark Hewitt
1789 - John Bale
1790 - Thomas Dutton
1791 - Job Bradley
1792 - Thomas Dutton
1793 - John Elam
1794 - Job Bradley
1795 - John Elam
1796 - John Bower
1797 - Thomas Dutton
1798 - John Bower
1799 - John Saxton
1800 - Thomas Dutton
1801 - John Bower
1802 - Thomas Dutton
1803 - John Bower
1804 - John Elam
1805 - Thomas Dutton
1806 - John Bower
1807 - John Elam
1809 - John Bower
1810 - George Fletcher
1811 - John Elam
1812 - Thomas Dutton
1813 - John Bower
1814 - John Elam
1815 - Joseph Graham
1816 - John Muggleston
1817 - John Elam
1818 - Samuel Dutton
1819 - Joseph Graham
1820 - Samuel Dutton
1821 - John Elam
1822 - John Muggleston
1823 - Gilbert Crompton
1824 - Samuel Dutton
1825 - John Elam
1826 - George Fletcher
1827 - John Muggleston
1828 - Thomas Wilcockson
1829 - William Battison
1830 - Samuel Dutton
1831 - John Muggleston
1832 - William Battison
1833 - Samuel Dutton
1834 - Thomas Wilcockson
1835 - Thomas Wilcockson (to November) Gilbert Crompton
1836 - John Charge
1837 - Gilbert Crompton
1838 - Samuel Dutton
1839 - Edmund Gilling Maynard
1840 - Robert Daniel
1841 - Gilbert Crompton
1842 - Samuel Dutton
1843 - Thomas Clarke
1844 - John Gregory Cottingham
1845 - Samuel Dutton
1846 - Edmund Gilling Maynard
1847 - John Gilbert Crompton
1848 - John Gregory Cottingham
1849 - John Walker
1850 - Godfrey Heathcote
1851 - Edmund Gilling Maynard
1852 - John Walker
1853 - William Drabble
1854 - William Drabble
1855 - William Hewitt
1857 - William Hewitt
1858 - Charles Stanhope Burke Busby
1859 - Joseph Shipton
1860 - Joseph Shipton
1861 - William Drabble
1862 - Thomas Jones
1863 - Cornelius Black
1864 - James Ball White
1865 - James Wright
1866 - Charles Stanhope Burke Busby
1867 - Charles Stanhope Burke Busby
1868 - James Ball White
1869 - James Wright
1870 - James Wright
1871 - John Marsden
1872 - John Marsden
1873 - Thomas Philpot Wood
1874 - George Albert Rooth
1875 - James Wright; George Albert Rooth
1876 - John Marsden
1877 - John Drabble
1878 - Theophilus Pearson
1879 - John Brown
1880 - John Brown
1881 - John Brown (to May); John Higginbottom
1882 - John Higginbottom
1883 - George Edward Gee
1884 - George Edward Gee
1885 - Thomas Philpot Wood
1886 - Thomas Philpot Wood
1887 - George Booth
1888 - Bowery Douglas
1889 - Edward Woodhead
1890 - John Morton Clayton
1891 - John Morton Clayton
1892 - John Morton Clayton
1893 - William Bradbury Robinson
1894 - William Bradbury Robinson
1895 - Adam Clarke Locke
1896 - Charles Paxton Markham
1897 - James Pearson
1898 - Bowery Douglas
1899 - William Spooner
1900 - William Spooner
1901 - William Spooner
1902 - Charles Portland Robinson
1903 - James Pearson
1904 - Arthur Ernest Hopkins
1905 - George Albert Eastwood
1906 - George Albert Eastwood
1907 - George Albert Eastwood
1908 - Samuel Edward Short
1909 - Charles Paxton Markham
1910 - Charles Paxton Markham
1911 - His Grace the Duke of Devonshire
1912 - William Bradbury Robinson
1913 - Ernest Shentall
1914 - Ernest Shentall
1915 - Ernest Shentall
1916 - Ernest Shentall
1917 - Ernest Shentall
1918 - Ernest Shentall
1919 - Wilfred Hawksley Edmunds
1920 - Wilfred Hawksley Edmunds
1921 - William Rhodes
1922 - George Clark
1923 - William Edmund Wakerley
1924 - William Edmund Wakerley
1925 - Harry Cropper
1926 - Harry Cropper
1927 - Violet Rosa Markham
1928 - Philip Moffat Robinson
1929 - Herbert Jowett Watson
1930 - Herbert Jowett Watson
1931 - Thomas Dennis Sims
1932 - Arthur Whiteley Swale
1933 - Robert Anderson McCrea
1934 - Harry Varley
1935 - Harry Pearson Short
1936 - George Frank Kirk
1937 - Harry Hatton
1938 - Samuel Thomas Rodgers
1939 - James William Thompson
1940 - Walter Wicks
1941 - Sydney Ashton Syddall
1942 - William Baines
1943 - Edgar Thomas Styler
1944 - William Edwin Taylor
1945 - Thomas Joseph Mitchell
1946 - Florence Robinson
1947 - Edgar Smith
1948 - Edgar Smith
1949 - John Eaton Bird
1950 - William Porter
1951 - George William Heathcote
1952 - Frank Hadfield
1953 - Edwin Swale
1954 - Leonard Wilkinson
1955 - Henry Charles Day
1956 - William Weston
1957 - Hiram Tagg
1958 - Levi Heath
1959 - John Leslie Hadfield
1960 - Harold Charles Mullett
1961 - Harry Cantrell Martin
1962 - Ernest Bradbury Robinson
1963 - James Anderson
1964 - Edward Cyril Hancock
1965 - Tom Bucknall
1966 - Annie Collishaw
1967 - George Albert Wigfield
1968 - George Henry Rees
1969 - Victor Stuart Allen
1970 - Elizabeth Mary Turner
1971 - Basil Crosbie Willett
1972 - John Ford
1973 - Lois Tideswell
1974 - Harold Barber Fisher
1975 - John Wickins
1976 - Walter Everett
1977 - William Gorman
1978 - Patrick Edward Kelly
1979 - Margaret Wyper Anderson
1980 - Stanley Meakin
1981 - Cissie Sargeant
1982 - Donald Arthur Wain
1983 - Ronald Jepson
1984 - Michael Gabriel Caulfield
1985 - Thomas Edmund Whyatt
1986 - William Smith
1987 - Edwin Harold Barker
1988 - John Smith
1989 - Leslie McCulloch
1990 - Arthur Webber
1991 - William Jepson
1992 - Terence Kendellen
1993 - George Arthur Wright
1994 - Richard Albert Matthews
1995 - David Stone
1996 - Geoffrey Waddoups
1997 - Margaret Ann Higgins
1998 - Michael Lancelot Fanshawe
1999 - Terence Frank Gilby
2000 - Michael Leverton
2001 - James McManus
2002 - Paul Najid Al Rahman Barry
2003 - June Isabel Beckingham
2004 - Asad Shafi Qazi
2005 - Keith Falconer
2006 - Trudi Mulcaster
2007 - Christine Ludlow
2008 - Fred Quayle
2009 - Adrian Kitch
2010 - Keith P Morgan
2011 - Peter I Barr
2012 - Donald Parsons
2013 - Paul Christopher Stone
2014 - Alexis Saliou Diouf
2015 - Barry Bingham
2016 - Steve Brunt
2017 - Maureen Davenport
2018 - Stuart Brittain
2019 - Gordon Simmons
2020 - Glenys Falconer
2021 - Glenys Falconer
2022 - Tony Rogers
2023 - Mick Brady
2024 - Jenny Flood