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Since the very first Academy Award ceremony in 1928, Gangster Films have been nominated several times; in all categories including best actor/actress, supporting actor/actress, and even best picture. But the genre has only taken home an oscar a hand full of times, with only 5 winning in the Best Picture category.

Below is a full list of winners and nominations of Gangster Films, up until this years 1998 ceremony. The years indicated are not the year that the award ceremony broadcasted, but when the films were actually released. All Gangster Films listed are in white and all winners, regardless, have a * next to their names or titles.
1927-1928 1928-1929 1929-1930 1930-1931 1931-1932 1935 1937 1938 1942
1945 1946 1947 1948 1949 1950 1952 1954 1955 1959 1960 1964 1967
1971 - 1989 1990 - present

1927-1928
Best Picture:
The Last Command
The Racket
Seventh Heaven
The Way of All Flesh
*Wings

Best Original Story:
The Last Command
The Patent Leather Kid
*Underworld, Ben Hecht

1928-1929
Best Actor:
George Bancroft in Thunderbolt
*Warner Baxter in In Old Arizona
Chester Morris in Alibi
Paul Muni in The Valiant
Lewis Stone in The Patriot

Best Writing:
In Old Arizona
The Leatherneck
Our Dancing Daughters
*The Patriot

The Valiant, Tom Barry
Wonder of Women

1929-1930
Best Picture:
*All Quiet on the western Front
The Big House
Disraeli
The Divorcee
The Love Parade

Best Actor:
*George Arliss in Disraeli
George Arliss in The Green Goddess
Wallace Beery in The Big House
Maurice Chevalier in The Love Parade
Maurice Chevalier in The Big Pond
Ronald Colman in Bulldog Drummond
Lawrence Tibbett in The Rogue Song

Best Writing (Achievement):
All Quiet on the Western Front
*The Big House, Frances Marion
Disraeli
The Divorcee
Street of Chance

Best Sound:
*The Big House, Douglas Shearer
The Case of Sergeant Grischa
The Love Parade
Raffles
Song of the Flame

1930-1931
Best Director:
Clarence Brown for A Free Soul
Lewis Milestone for The Front Page
Wesley Ruggles for Cimarron
*Norman Taurog for Skippy
Josef Von Sternberg for Morocco

Best Actor:
*Lionel Barrymore in A Free Soul
Jackie Cooper in Skippy
Richard Dix in Cimarron
Fredric March in The Royal Family of Broadway
Adolphe Menjou in The Front Page

Best Actress:
Marlene Dietrich in Morocco
*Marie Dressler in Min and Bill
Irene Dunne in Cimarron
Ann Harding in Holiday
Norma Shearer in A Free Soul

Best Writing (Adaption):
*Cimarron
The Criminal Code, Seton Miller and Fred Niblo, Jr.
Holiday
Little Caesar, Francis Faragoh and Robert N. Lee
Skippy

Best Writing (Original):
*The Dawn Patrol
Doorway to Hell, Rowland Brown
Laughter
The Public Enemy, John Bright and Kubec Glasmon
Smart Money, Lucien Hubbard and Joseph Jackson

1931-1932
Best Writing (Original):
*The Champ
Lady and Gent

Star Witness, Lucien Hubbard
What Price Hollywood

1935
Best Cinematography:
Barbary Coast, Ray June
The Crusades
Les Miserables
*A Midsummer Night's Dream

1937
Best Picture:
The Awful Truth
Captains Courageous
Dead End
The Good Earth
In Old Chicago
*The Life of Emile Zola
Lost Horizon
100 Men and a Girl
Stage Door
A Star Is Born

Best Supporting Actress:
*Alice Brady in In Old Chicago
Andrea Leeds in Stage Door
Anne Shirley in Stella Dallas
Claire Trevor in Dead End
Dame May Whitty in Night Must Fall

Best Cinematography:
Dead End, Gregg Toland
*The Good Earth
Wings Over Honolulu

Best Interior Decoration:
Conquest
A Damsel in Distress

Dead End, Richard Day
Every Day's a Holiday
The Life of Emile zola
*Lost Horizon
Manhattan
The Prisoner of Zenda
Souls at Sea
Vogues of 1938
Wee Willie Winkie
You're a Sweetheart

1938
Best Director:
*Frank Capra for You Can't take It with You
Michael Curtiz for Angels with Dirty Faces
Michael Curtiz for Four Daughters
Norman Taurog for Boys Town
King Vidor for The Citadel

Best Actor:
Charles Boyer in algiers
James Cagney in Angels with Dirty Faces
Robert Donat in the Citadel
Leslie Howard in Pygmalion
*Spensor Tracy in Boys Town

Best Writing (Original):
Alexander's Ragtime Band
Angels with Dirty Faces, Rowland Brown
Blockade
*Boys Town
Mad About Music
Test Pilot

1942
Best Supportng Actor:
William Bendix in Wake Island
*Van Heflin in Johnny Eager
Walter Huston in Yankee Doodle Dandy
Frank Morgan in Tortilla Flat
Henry Travers in Mrs. Miniver

1945
Best Writing (Original Screenplay):
Dillinger, Philip Yordan
*Marie-Louise
Music for Millions
Salty O'Rourke
What Next, Corporal Hargrove?

1946
Best Director:
Clarence Brown for The Yearling
Frank Capra for It's a Wonderful Life
David Lean for Brief Encounter
Robert Siodmark for The Killers
*William Wyler for the Best Years of Our Lives

Best Writing (Screenplay):
Anna and the King of Siam
*The Best Years of Our Lives
Brief Encounter

The Killers, Anthony Veiller
Open City

Best Film Editing:
*The Best Years of Our Lives
It's a Wonderful Life
Teh Jolson Story

The Killers
The Yearling

Best Music (Scoring of a Dramatic or Comedy Picture):
Anna and the King of Siam
*The Best Years of Our Lives
Henry V
Humoresque

The Killers, Miklos Rozsa

1947
Best Writing (Original Story):
A Cage of Nightingales
It Happened on Fifth Avenue

Kiss of Death, Eleazar Lipsky
*Miracle on 34th Street
Smash Up: The Story of a Woman

1948
Best Supporting Actress:
Barbara Bel Geddes in I Remember Mama
Ellen Corby in I Remember Mama
Agness Moorehead in Johnny Belinda
Jean Simmons in Hamlet
*Claire Trevor in Key Largo

1949
Best Writing (Motion Picture Story):
Come to the Stable
It Happens Every Spring
Sands of Iwo Jima
*The Stratton Story<

White Heat, Virgina Kellogg

1950
Best Supporting Actor:
Broken Arrow
Edmund Gwenn in Mister 880
Sam Jaffe in The Asphalt Jungle
*George Sanders in All About Eve
Erich von Stroheim in Sunset Boulevard

Best Writing (Motion Picture Story):
Bitter Rice
The Gunfighter
Mystery Street

*Panic in the Streets, Edna and Edward Anhalt
When Whillie Comes Marching Home

Best Writing (Screenplay):
*All About Eve
The Asphalt Jungle, Ben Maddow and John Huston
Born Yesterday
Broken Arrow
Father of the Bride

Best Cinematography (Black and White):
All About Eve
The Asphalt Jungle, Harold Rosson
The Furies
Sunset Boulevard
*The Third Man

1952
Best Actor:
Marlon Brando in Viva Zapata!
*Gary Cooper in High Noon
Kirk Douglas in The Bad and the Beautiful
Jose Ferrer in Moulin Roughe
Alec Guinness in The Lavender Hill Mob

Best Writing (Story and Screenplay):
The Atomic City
Breaking the Sound Barrier

*The Lavender Hill Mob, T.E.B. Clarke
Pat and Mike
Viva Zapata!

1954
Best Picture:
The Caine Mutiny
The Country Girl
*On the Waterfront
Seven Brides for Seven Brothers
Three Coins in the Fountain

Best Director:
Alfred Hitchcock for Rear Window
*Elia Kazan for On the Waterfront
George Seaton for The Country Girl
William Wellman for The High and the Mighty
Billy Wilder for Sabrina

Best Actor:
Humphrey Bogart in The Caine Mutiny
*Marlon Brando in On the Waterfront
Bing Crosby in The Country Girl
James Mason in A Star Is Born
Dan O'Herlihy in Adventures of Robinson Crusoe

Best Supporting Actor:
Lee J. Cobb in On the Waterfront
Karl Malden in On the Waterfront

*Edmond O'Brien in The Barefoot Contessa
Rod Steiger in On the Waterfront
Tom Tully in The Caine Mutiny

Best Supporting Actress:
Nina Foch in Executive Suite
Katy Jurado in Broken Lance
*Eva Maria Saint in On the Waterfront
Jan Sterling in The High and the Mighty
Claire Trevor in The High and the Mighty

Best Writing (Story & Screenplay):
The Barefoot Contessa
Genevieve
The Glenn Miller Story
Knock on Wood

*On the Waterfront, Budd Schulberg

Best Cinematography (Black and White):
The Country Girl
Executive Suite

*On the Waterfront, Boris Kaufman
Rogue Cop
Sabrina

Best Art/Set Direction (Black and White):
The Country Girl
Executive Suite
Le Plaisir

*On the Waterfront, Richard Day
Sabrina

Best Music (Scoring of a Dramatic or Comedy Picture):
The Caine Mutiny
Benevieve
*The High and the Mighty

On the Waterfront, Leonard Bernstein
The Silver Chalice

Best Film Editing:
The Caine Mutiny
The High and the Mighty

*On the Waterfront, Gene Milford
Seven Bridges for Seven Brothers
20,0000 Leagues Under the Sea

1955
Best Actor:
*Ernest Borgnine in Marty
James Cagney in Love Me or Leave Me
James Dean in East of Eden
Frank Sinatra in The Man With the Golden Arm
Spenser Tracy in Bad Day At Black Rock

Best Writing (Motion Picture Story):
*Love Me or Leave Me, Daniel Fuchs
The Private War of Major Benson
Rebel Without a Cause
The Sheep Has Five Legs
Strategic Air Command

Best Writing (Screenplay):
Bad Day At Black Rock
Black Board Jungle
East of Eden

*Love Me or Leave Me, Daniel Fuchs and Isobel Lennart
*Marty

Best Sound Recording:
Love Is a Many Splendored Thing
*Love Me or Leave Me, Wesley C. Miller
Not As a Stranger
*Oklahoma

Best Music (Song):
"I'll Never Stop Loving You", from Love Me or Leave Me, music by Nicholas Brodszky, lyrics by Sammy Cahn
*"Love Is A Many Splendored Thing", from Love Is a Many Splendored Thing
"Somethings' Gotta Give", from Daddy Long Legs
"Love Is the Tendor Trap", from The Tendor Trap
"Unchained Melody", from Unchained

Best Music (Scoring of a Musical Picture):
Daddy Long Legs
Guys and Dolls

Love Me or Leave Me, Percy Faith and George Stoll
*Oklahoma

1959
Best Director:
Jack Clayton for Room At the Top
George Stevens for The Diary of Anne Frank
Billy Wilder for Some Like It Hot
*William Wyler for Ben-Hur
Fred Zinnemann for The Nun's Story

Best Actor:
Laurence Harvey in Room At the Top
*Charlton Heston in Ben-Hur
Jack Lemmon in Some Like It Hot
Paul Muni in The Last Angry Man
James Stewart in Anatomy of a Murder

Best Writing (Screenplay Based On Material From Another Medium):
Anatomy of a Murder
Ben-Hur
The Nun's Story

*Room At the Top
Some Like It Hot, Billy Wilder and I.A.L. Diamond

Best Cinematography (Black and White):
Anatomy of a Murder
Career
*The Diary of Anne Frank

Some Like It Hot, Charles Lang Jr.
The Yound Philadelphians

Best Art Direction/Set Decoration (Black and White):
Career
*The Diary of Anne Frank

The Last Angry Man
Some Like It Hot, Ted Haworth; Edward G. Boyle
Suddenly, Last Summer

Best Costume Design (Black and White):
Career
*The Diary of Anne Frank

The Gazebo
Some Like It Hot, Orry-Kelly
The Young Philadelphians

1960
Best Supporting Actor:
Peter Falk in Murder Inc.
Jack Kruschen in The Apartment
Sal Mineo in Exodus
*Peter Ustinov in Spartacus
Chill Wills in The Alamo

Best Costume Design (Black and White):
*The Facts of Life
Never On Sunday

The Rise and Fall of Legs Diamond, Howard Shoup
Seven Thieves
The Virgin Spring

1964
Best Music (Song):
*"Chim Chim Cher-ee", from Mary Poppins
"Dear Heart", from Dear Heart
"Hush...Hush, Sweet Charlotte", from Hush...Hush, Sweet Charlotte
"My Kind of Town", from Robin and the 7 Hoods, music by Nicholas Brodszky, lyrics by Sammy Cahn
"Where Love Has Gone", from Where Love Has Gone

1967
Best Picture:
Bonnie and Clyde
Doctor Dolittle
The Graduate
Guess Who's Coming to Dinner?
*In the Heat of the Night

Best Director:
Richard Brooks for In Cold Blood
Norman Jewison for In the Heat of the Night
Stanley Kramer for Guess Who's Coming to Dinner?
*Mike Nichols for The Graduate
Arthur Penn for Bonnie and Clyde

Best Actor:
Warren Beatty in Bonnie and Clyde
Dustin Hoffman in The Graduate
Paul Newman in As Good as It Gets
*Rod Steiger in In the Heat of the Night
Spensor Tracy in Guess Who's Coming to Dinner?

Best Actress:
Anne Bancroft in The Graduate
Faye Dunaway in Bonnie and Clyde
Dame Edith Evans in The Whisperers
Audrey Hepburn in Wait Until Dark
*Katharine Hepburn in Guess Who's Coming to Dinner?

Best Supporting Actor:
John Cassavetes in The Dirty Dozen
Gene Hackman in Bonnie and Clyde
Cecil Kellaway in Guess Who's Coming to Dinner?
*George Kennedy in Cool Hand Luke
Michael J. Pollard in Bonnie and Clyde

Best Supporting Actress:
Carol Channing in Thoroughly Modern Millie
Mildred Natwick in Barefoot in the Park
*Estelle Parsons in Bonnie and Clyde
Beah Richards in Guess Who's Coming to Dinner?
Katharine Ross in The Graduate

Best Writing (Story and Screenplay - Written Directly for the Screen):
Bonnie and Clyde, David Newman and Robert Benton
Divorce American Style
*Guess Who's Coming to Dinner?
La Guerre Est Finie
Two for the Road

Best Cinematography:
*Bonnie and Clyde, Burnett Guffey
Camelot
Doctor Dolittle
The Graduate
In Cold Blood

Best Costume Design:
Bonnie and Clyde, Theadora Van Runkle
*Camelot
The Happiest Millionaire
The Taming of the Shrew
Thoroughly Modern Millie

1971 - 1989

1990 - present