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The Pulitzer Prize for Editorial Cartooning has been awarded since 1922 for a distinguished cartoon or portfolio of cartoons published during the year, characterized by originality, editorial effectiveness, quality of drawing, and pictorial effect.
- 1922: Rollin Kirby, New York World for "On the Road to Moscow."
- 1923: no award given
- 1924: Jay Norwood Darling, Des Moines Register and Tribune for "In Good Old USA."
- 1925: Rollin Kirby, New York World for "News from the Outside World."
- 1926: D. R. Fitzpatrick, St. Louis Post-Dispatch for "The Laws of Moses and the Laws of Today."
- 1927: Nelson Harding, Brooklyn Daily Eagle for "Toppling the Idol."
- 1928: Nelson Harding, Brooklyn Daily Eagle for "May His Shadow Never Grow Less."
- 1929: Rollin Kirby, New York World for "Tammany."
- 1930: Charles R. Macauley, Brooklyn Daily Eagle for "Paying for a Dead Horse."
- 1931: Edmund Duffy, Baltimore Sun for "An Old Struggle Still Going On."
- 1932: John T. McCutcheon, Chicago Tribune for "A Wise Economist Asks a Question."
- 1933: H. M. Talburt, Washington Daily News for "The Light of Asia."
- 1934: Edmund Duffy, Baltimore Sun for "California Points with Pride!"
- 1935: Ross A. Lewis, Milwaukee Journal for "Sure, I'll Work for Both Sides."
- 1936: no award given
- 1937: C. D. Batchelor, New York Daily News for "Come on in, I'll treat you right. I used to know your Daddy."
- 1938: Vaughn Shoemaker, Chicago Daily News for "The Road Back."
- 1939: Charles G. Werner, Daily Oklahoman for "Nomination for 1938."
- 1940: Edmund Duffy, Baltimore Sun for "The Outstretched Hand."
- 1941: Jacob Burck, Chicago Times for "If I Should Die Before I Wake."
- 1942: Herbert Lawrence Block (Herblock), NEA service for "British Plane"
- 1943: Jay Norwood Darling, Des Moines Register and Tribune for "What a Place For a Waste Paper Salvage Campaign."
- 1944: Clifford K. Berryman, Evening Star (Washington D.C.) for "Where Is the Boat Going?"
- 1945: Sergeant Bill Mauldin, United Feature Syndicate, Inc. for distinguished service as a cartoonist, as exemplified by the cartoon entitled, "Fresh, spirited American troops, flushed with victory, are bringing in thousands of hungry, ragged, battle-weary prisoners," in the series entitled, "Up Front With Mauldin."
- 1946: Bruce Alexander Russell, Los Angeles Times for "Time to Bridge That Gulch."
- 1947: Vaughn Shoemaker, Chicago Daily News for his cartoon, "Still Racing His Shadow."
- 1948: Reuben L. Goldberg, New York Sun for "Peace Today."
- 1949: Lute Pease, Newark Evening News for "Who Me?"
- 1950: James T. Berryman, Evening Star (Washington D.C.) for "All Set for a Super-Secret Session in Washington."
- 1951: Reg (Reginald W.) Manning, Arizona Republic for "Hats."
- 1952: Fred L. Packer, New York Mirror for "Your Editors Ought to Have More Sense Than to Print What I Say !"
- 1953: Edward D. Kuekes, Cleveland Plain Dealer for "Aftermath ."
- 1954: Herbert Lawrence Block (Herblock), Washington Post and Times-Herald for a cartoon depicting the robed figure of Death saying to Stalin after he died, "You Were Always A Great Friend of Mine, Joseph."
- 1955: Daniel R. Fitzpatrick, St. Louis Post-Dispatch, for a cartoon published on June 8, 1954 entitled, "How Would Another Mistake Help?" showing Uncle Sam, bayoneted rifle in hand, pondering whether to wade into a black marsh bearing the legend "French Mistakes in Indo-China." The award is also given for distinguished body of the work of Mr. Fitzpatrick in both 1954 and his entire career.
- 1956: Robert York, Louisville Times for his cartoon, "Achilles" showing a bulging figure of American prosperity tapering to a weak heel labeled "Farm Prices."
- 1957: Tom Little, Nashville Tennessean for "Wonder Why My Parents Didn't Give Me Salk Shots?" published on January 12, 1956.
- 1958: Bruce M. Shanks, Buffalo Evening News for "The Thinker," published on August 10, 1957, depicting the dilemma of union membership when confronted by racketeering leaders in some labor unions.
- 1959: William H. (Bill) Mauldin, St. Louis Post-Dispatch for "I won the Nobel Prize for Literature. What was your crime ?" published on October 30, 1958.
- 1960: no award given
- 1961: Carey Orr, Chicago Tribune for "The Kindly Tiger," published on October 8, 1960.
- 1962: Edmund S. Valtman, Hartford Times for "What You Need, Man, Is a Revolution Like Mine," published on August 31, 1961.
- 1963: Frank Miller, Des Moines Register for a cartoon which showed a world destroyed with one ragged figure calling to another: "I said we sure settled that dispute, didn't we!"
- 1964: Paul Conrad, The Denver Post for his editorial cartooning during the past year.
- 1965: no award given
- 1966: Don Wright, Miami News for "You Mean You Were Bluffing?"
- 1967: Patrick B. Oliphant, Denver Post for "They Won't Get Us To The Conference Table . . . Will They?" published February 1, 1966.
- 1968: Eugene Gray Payne, Charlotte Observer for his editorial cartooning in 1967.
- 1969: John Fischetti, Chicago Daily News for his editorial cartooning in 1968.
- 1970: Thomas F. Darcy, Newsday, for his editorial cartooning during 1969.
- 1971: Paul Conrad, Los Angeles Times for his editorial cartooning during 1970.
- 1972: Jeffrey K. MacNelly, Richmond News-Leader for his editorial cartooning during 1971.
- 1973: no award given
- 1974: Paul Szep, Boston Globe for his editorial cartooning during 1973.
- 1975: Garry Trudeau, Universal Press Syndicate, for his cartoon strip Doonesbury.
- 1976: Tony Auth, Philadelphia Inquirer for "O beautiful for spacious skies, For amber waves of grain," published on July 22, 1975.
- 1977: Paul Szep, Boston Globe
- 1978: Jeffrey K. MacNelly, Richmond News Leader
- 1979: Herbert L. Block, Washington Post for the body of his work.
- 1980: Don Wright, Miami News
- 1981: Mike Peters, Dayton Daily News (Dayton, Ohio)
- 1982: Ben Sargent, Austin American-Statesman
- 1983: Richard Locher, Chicago Tribune
- 1984: Paul Conrad, Los Angeles Times
- 1985: Jeff MacNelly, Chicago Tribune
- 1986: Jules Feiffer, Village Voice (New York City)
- 1987: Berke Breathed, Washington Post Writers Group
- 1988: Doug Marlette, Atlanta Constitution and Charlotte Observer
- 1989: Jack Higgins, Chicago Sun-Times
- 1990: Tom Toles, Buffalo News for his work during the year as exemplified by the cartoon "First Amendment."
- 1991: Jim Borgman, Cincinnati Enquirer
- 1992: Signe Wilkinson, Philadelphia Daily News
- 1993: Stephen R. Benson, Arizona Republic
- 1994: Michael P. Ramirez, Commercial Appeal (Tennessee) for his trenchant cartoons on contemporary issues.
- 1995: Mike Luckovich, Atlanta Constitution
- 1996: Jim Morin, Miami Herald
- 1997: Walt Handelsman, Times-Picayune
- 1998: Stephen P. Breen, Asbury Park Press
- 1999: David Horsey, Seattle Post-Intelligencer
- 2000: Joel Pett, Lexington Herald-Leader
- 2001: Ann Telnaes, Los Angeles Times Syndicate
- 2002: Clay Bennett, Christian Science Monitor
- 2003: David Horsey, Seattle Post-Intelligencer for his perceptive cartoons executed with a distinctive style and sense of humor.
- 2004: Matt Davies, Journal News (White Plains, New York) for his piercing cartoons on an array of topics, drawn with a fresh, original style.
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