July 1, 2002 to June 30, 2004 (Resigned to run for Mayor. Original term expiration date June 30, 2006)
July 1, 2006 to June 30, 2008 (Resigned to run for Mayor. Original term expiration date June 30, 2010)
Floyd T. Allen (D)
January 1, 1963 to August 31, 1965
John E. Allen
July 1, 1992 to June 30, 1996
December 11, 2001 to June 30, 2002 (Appointed to serve the remainder of Del John Cosgrove's term upon his election to the Virginia House of Delegates)
Robert G. Bagley (D)
July 1, 1988 to June 30, 1992
Vernon G. Bailey, Jr. (D)
September 1, 1966 to August 1, 1970
Willa S Bazemore (D)
July 1, 1980 to June 30, 1984
July 1, 1984 to June 30, 1988
July 1, 1988 to June 30, 1992
January 18, 1994 to May 5, 1994 (Appointed to serve out the term of Council Member Lionell Spruill upon his resignation to serve in the General Assembly)
Walter W. Berry
May 13, 1998 to November 6, 1998 (Appointed to serve until the Special Election after the death of Council Member Elizabeth P. Thornton)
R. Stephen Best, Sr.
July 1, 2018 - December 31, 2022 (On January 21, 2021, the Virginia Senate passed legislation to move all May local elections to November, which extended this term)
Spencer H. Boyette (D)
January 1, 1963 to August 31, 1965
Walton P. Burkhimer, Jr.
July 1, 2004 to June 30, 2006 (Filled remaining two years of Rebecca Adams' vacated seat)
John W. Butt
July 1, 1980 to June 30, 1984
July 1, 1984 to June 30, 1988
July 1, 1990 to June 30, 1994
July 1, 1994 to June 30, 1998
Robert R. Carter
September 1, 1972 to June 30, 1976
July 1, 1976 to June 30, 1980
Walter Cartwright, Jr. (D)
July 1, 1982 to June 30, 1986
July 1, 1986 to June 30, 1990
W. P. Clarke, Sr. (D)
January 13, 1970 to January 1, 1977
Florine R. Clarke
January 11, 1977 to May 8, 1978 (Appointed to Council to serve out the term of her late husband, Council Member WP. Clarke, Sr.)
Bryan L. Collins
July 1, 2006 to June 30, 2010
John A. Cosgrove
July 1, 1998 to December 10, 2001 (Elected to Virginia General Assembly November 2001) (Former Council Member John E Allen was appointed to fill the remainder of this term from December 11, 2001 to June 30, 2002.)
Lonnie E. Craig
July 1, 2010 to June 30, 2014
July 1, 2014 to June 30, 2018
Julian A. Creef (D)
September 1, 1970 to August 31, 1974
Nora W. Davenport (D)
July 1, 1986 to June 30, 1990
Roland J. Davis, Jr.
July 1, 2014 to June 30, 2018
C. William Draper (D)
September 2, 1974 to June 30, 1978
Peter P. Duda, Jr.
July 1, 1990 to June 30, 1994
July 1, 1994 to June 30, 1998
Arthur L. Dwyer
July 1, 1990 to June 30, 1994
July 1, 1994 to Resigned April 14, 1995 (June 30, 1996 to original date of term expiration)
Dalton S. Edge
April 18, 1995 to November 7, 1995 (Appointed to fill vacated seat of Arthur Dwyer until Special Election in November 1995)
July 1, 1996 to June 30, 2000
July 1, 2000 to June 30, 2004
July 1, 2004 to June 30, 2008 (Mayor)
Clarence E. Forehand (D)
September 1, 1965 to August 31, 1966
Sam Frost (D)
November 18, 1969 to January 12, 1970
Colon L. Hall (D)
January 1, 1963 to November 12, 1969
Matthew R. "Matt" Hamel
July 1, 2018 to November 11, 2021 (Elected as Chesapeake Commonwealth's Attorney November 2, 2021)
T. Ray Hassell, Jr. (D)
January 1, 1963 to August 31, 1966
C. E "Cliff" Hayes, Jr.
July 1, 2004 to June 30, 2008
July 1, 2008 to June 30, 2012
I. H. Haywood (D)
January 1, 1963 to August 31, 1966
Thomas S. Henderson
September 2, 1974 to June 30, 1978
W. Edward Hudgins, Jr. (D)
September 1, 1963 to August 31, 1970
Cecil Y. Jenkins
July 1, 1978 to June 30, 1982
July 1, 1982 to June 30, 1986
July 1, 1986 to June 30, 1990
J. Bennie Jennings, Jr. (D)
September 1, 1970 to June 30, 1974
July 1, 1974 to June 30, 1978
July 1, 1978 to June 30, 1982
July 1, 1982 to June 30, 1986
Robert W. Johnson (D)
December 9, 1969 to January 12, 1970
John W. Keffer (D)
July 1, 1978 to June 30, 1980
July 1, 1982 to June 30, 1986
Susan H. "Suzy" Kelly
July 1, 2010 to June 30, 2014
July 1, 2014 to June 30, 2018
Alan P. Krasnoff
July 1, 1990 to June 30, 1994
July 1, 1994 to June 30, 1998
July 1, 1998 to June 30, 2002
July 1, 2002 to June 30, 2006
July 1, 2006 to June 30, 2008 (Resigned seat to run for Mayor, original term expiration June 30, 2010)
Daniel W. Lindsey, Jr. (D)
January 1, 1963 to August 31, 1963
Howard McPherson (D)
January 1, 1963 to August 31, 1965
Gary W Markham (D)
July 1, 1986 to June 30, 1990
Scott W. Matheson
July 1, 2010 to June 30, 2014
Richard F. "Billy" Morgan (D)
September 1, 1965 to August 31, 1966
James R. Morrison (D)
September 1, 1970 to August 31, 1974
Robert T. Nance, Jr.
July 1, 1992 to June 30, 1996
W. Joe Newman
July 1, 1994 to June 30, 1998
July 1, 2002 to June 30, 2006
Sidney M. Oman (D)
July 1, 1980 to June 30, 1984
July 1, 1984 to June 30, 1988
Alton W. Overton (D)
September 1, 1965 to August 31, 1966
James W. Overton (D)
September 1, 1963 to August 31, 1966
William S. Overton (D)
September 1, 1970 to August 31, 1974
July 1, 1978 to June 30, 1982
Hugo A. Owens (D)
January 13, 1970 to June 30, 1980
Dwight M. Parker
November 8, 1995 to June 30, 1996 (Special Election to fill the vacant seat left by the resignation of Vice Mayor Dwyer)
July 1, 1996 to June 30, 2000
July 1, 2000 to June 30, 2004
July 1, 2004 to June 30, 2008
July 1, 2008 to June 30, 2010 (Won a two-year term to complete a full term when two members of City Council resigned their seats to run for Mayor)
November 14, 2017 to June 30, 2018 (Appointed to fill the vacant seat left by the resignation of Mayor Krasnoff)
July 1, 2018 to June 30, 2020
November 16, 2021 - December 31, 2022 (Appointed to fill the vacant seat left by the resignation of Council Member Hamel)
B. F. Wilson Paxson (D)
February 2, 1972 to March 31, 1972
William H. Pierce
November 10, 1998 to June 30, 2000 (Special Election to fill unexpired term of Elizabeth Thornton.)
William L. Rhodes (D)
September 1, 1974 to June 30, 1978
July 1, 1978 to June 30, 1982
July 1, 1982 to June 30, 1986
Charles L. Richardson
January 1, 1963 to August 1, 1970
Sherry M. Simmons
October 23, 1990 to June 30, 1994 (Appointed to Council after the resignation of Mayor David Wynne.)
Edward B. Speers (D)
September 1, 1974 to June 30, 1978
July 1, 1980 to June 30, 1984
Bradley C. Spencer
September 1, 1966 to December 1, 1969
Lionell Spruill, Sr.
July 1, 1988 to June 30, 1992
July 1, 1992 to Resigned December 31, 1993 (June 30, 1996 to original date of term expiration. Elected to the Virginia General Assembly.)
Elizabeth P. Thornton (D)
July 1, 1996 to April 16, 1998 (June 30, 2000 to original date of term expiration.)
Vernon A. Tierney
September 1, 1966 to August 31, 1970
Russell I. Townsend, Jr.
September 1, 1966 to February 4, 1972
Guerdon A. Treakle (D)
January 1, 1963 to August 31, 1970
Edward L. Trotman (D)
September 1, 1963 to August 31, 1966
Susan R. Vitale
July 1, 2018 - December 31, 2022 (On January 21, 2021, the Virginia Senate passed legislation to move all May local elections to November, which extended this term)
Eugene P. Wadsworth (D)
January 1, 1963 to August 31, 1966
William E. Ward (D)
July 1, 1978 to June 30, 1982
July 1, 1982 to June 30, 1986
July 1, 1986 to June 30, 1990
July 1, 1990 to October 4, 1990 (Appointed to fill vacated Mayor term upon resignation of Mayor David Wynn)
Gene A. Waters
July 1, 1998 to June 30, 2002
Marian P. Whitehurst (D)
September 1, 1970 to June 30, 1974
July 1, 1974 to June 30, 1978
July 1, 1978 to June 30, 1980
Belmont L. Williams (D)
September 1, 1966 to August 31, 1970
Patricia Pritchard Willis
July 1, 2000 to June 30, 2004
July 1, 2004 to June 30, 2008
July 1, 2008 to June 30, 2010 (Won a two-year term to complete a full term when two members of City Council resigned their seats to run for Mayor.)
David I. Wynne
July 1, 1984 to June 30, 1988
July 1, 1988 to Resigned October 4, 1990 (June 30, 1992 to original date of term expiration.)