Bold movies are ones I haven't seen yet. The first in each year's list of nominees is the winner.
1920s
1928 (1927-28) (1st)
Wings
The Racket
Seventh Heaven
1929 (1928-29) (2nd)
The Broadway Melody
Alibi
The Hollywood Revue of 1929
In Old Arizona
The Patriot*
* Film lost.
1930s
1930(1929-30) (3rd)
All Quiet on the Western Front
The Big House
Disraeli
The Divorcee
The Love Parade
1931 (1930-31) (4th)
Cimarron
East Lynne
The Front Page
Skippy
Trader Horn
1932 (1931-32) (5th)
Grand Hotel
Arrowsmith
Bad Girl
The Champ
Five Star Final
One Hour with You
Shanghai Express
The Smiling Lieutenant
1933 (1932-33) (6th)
Cavalcade
42nd Street
A Farewell to Arms
I Am a Fugitive from a Chain Gang
Lady for a Day
Little Women
The Private Life of Henry VIII
She Done Him Wrong
Smilin' Through
State Fair
1934 (7th)
It Happened One Night
The Barretts of Wimpole Street
Cleopatra
Flirtation Walk
The Gay Divorcee
Here Comes the Navy
The House of Rothschild
Imitation of Life
One Night of Love
The Thin Man
Viva Villa!
The White Parade
1935 (8th)
Mutiny on the Bounty
Alice Adams
Broadway Melody of 1936
Captain Blood
David Copperfield
The Informer
The Lives of a Bengal Lancer
A Midsummer Night's Dream
Les Misérables
Naughty Marietta
Ruggles of Red Gap
Top Hat
1936 (9th)
The Great Ziegfeld
Anthony Adverse
Dodsworth
Libeled Lady
Mr. Deeds Goes to Town
Romeo and Juliet
San Francisco
The Story of Louis Pasteur
A Tale of Two Cities
Three Smart Girls
1937 (10th)
The Life of Emile Zola
The Awful Truth
Captains Courageous
Dead End
The Good Earth
In Old Chicago
Lost Horizon
One Hundred Men and a Girl
Stage Door
A Star Is Born
1938 (11th)
You Can't Take It With You
The Adventures of Robin Hood
Alexander's Ragtime Band
Boys Town
The Citadel
Four Daughters
Grand Illusion
Jezebel
Pygmalion
Test Pilot
1939 (12th)
Gone with the Wind
Dark Victory
Goodbye, Mr. Chips
Love Affair
Mr. Smith Goes to Washington
Ninotchka
Of Mice and Men
Stagecoach
The Wizard of Oz
Wuthering Heights
1940s
1940 (13th)
Rebecca
All This, and Heaven Too
Foreign Correspondent
The Grapes of Wrath
The Great Dictator
Kitty Foyle
The Letter
The Long Voyage Home
Our Town
The Philadelphia Story
1941 (14th)
How Green Was My Valley
Blossoms in the Dust
Citizen Kane
Here Comes Mr. Jordan
Hold Back the Dawn
The Little Foxes
The Maltese Falcon
One Foot in Heaven
Sergeant York
Suspicion
1942 (15th)
Mrs. Miniver
49th Parallel
Kings Row
The Magnificent Ambersons
The Pied Piper
The Pride of the Yankees
Random Harvest
The Talk of the Town
Wake Island
Yankee Doodle Dandy
1943 (16th)
Casablanca
For Whom the Bell Tolls
Heaven Can Wait
The Human Comedy
In Which We Serve
Madame Curie
The More the Merrier
The Ox-Bow Incident
The Song of Bernadette
Watch on the Rhine
1944 (17th)
Going My Way
Double Indemnity
Gaslight
Since You Went Away
Wilson
1945 (18th)
The Lost Weekend
Anchors Aweigh
The Bells of St. Mary's
Mildred Pierce
Spellbound
1946 (19th)
The Best Years of Our Lives
Henry V
It's a Wonderful Life
The Razor's Edge
The Yearling
1947 (20th)
Gentleman's Agreement
The Bishop's Wife
Crossfire
Great Expectations
Miracle on 34th Street
1948 (21st)
Hamlet
Johnny Belinda
The Red Shoes
The Snake Pit
The Treasure of the Sierra Madre
1949 (22nd)
All the King's Men
Battleground
The Heiress
A Letter to Three Wives
Twelve O'Clock High
1950s
1950 (23rd)
All About Eve
Born Yesterday
Father of the Bride
King Solomon's Mines
Sunset Boulevard
1951 (24th)
An American in Paris
Decision Before Dawn
A Place in the Sun
Quo Vadis
A Streetcar Named Desire
1952 (25th)
The Greatest Show on Earth
High Noon
Ivanhoe
Moulin Rouge
The Quiet Man
1953 (26th)
From Here to Eternity
Julius Caesar
The Robe
Roman Holiday
Shane
1954 (27th)
On the Waterfront
The Caine Mutiny
The Country Girl
Seven Brides for Seven Brothers
Three Coins in the Fountain
1955 (28th)
Marty
Love Is a Many-Splendored Thing
Mister Roberts
Picnic
The Rose Tattoo
1956 (29th)
Around the World in 80 Days
Friendly Persuasion
Giant
The King and I
The Ten Commandments
1957 (30th)
The Bridge on the River Kwai
Peyton Place
Sayonara
12 Angry Men
Witness for the Prosecution
1958 (31st)
Gigi
Auntie Mame
Cat on a Hot Tin Roof
The Defiant Ones
Separate Tables
1959 (32nd)
Ben-Hur
Anatomy of a Murder
The Diary of Anne Frank
The Nun's Story
Room at the Top
1960s
1960 (33rd)
The Apartment
The Alamo
Elmer Gantry
Sons and Lovers
The Sundowners
1961 (34th)
West Side Story
Fanny
The Guns of Navarone
The Hustler
Judgment at Nuremberg
1962 (35th)
Lawrence of Arabia
The Longest Day
The Music Man
Mutiny on the Bounty
To Kill a Mockingbird
1963 (36th)
Tom Jones
America, America
Cleopatra
How the West Was Won
Lilies of the Field
1964 (37th)
My Fair Lady
Becket
Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb
Mary Poppins
Zorba the Greek
1965 (38th)
The Sound of Music
Darling
Doctor Zhivago
Ship of Fools
A Thousand Clowns
1966 (39th)
A Man for All Seasons
Alfie
The Russians Are Coming, the Russians Are Coming
The Sand Pebbles
Who's Afraid of Virginia Woolf?
1967 (40th)
In the Heat of the Night
Bonnie and Clyde
Doctor Dolittle
The Graduate
Guess Who's Coming to Dinner
1968 (41st)
Oliver!
Funny Girl
The Lion in Winter
Rachel, Rachel
Romeo and Juliet
1969 (42nd)
Midnight Cowboy
Anne of the Thousand Days
Butch Cassidy and the Sundance Kid
Hello, Dolly!
Z
1970s
1970 (43rd)
Patton
Airport
Five Easy Pieces
Love Story
MASH
1971 (44th)
The French Connection
A Clockwork Orange
Fiddler on the Roof
The Last Picture Show
Nicholas and Alexandra
1972 (45th)
The Godfather
Cabaret
Deliverance
The Emigrants
Sounder
1973 (46th)
The Sting
American Graffiti
Cries and Whispers
The Exorcist
A Touch of Class
1974 (47th)
The Godfather Part II
Chinatown
The Conversation
Lenny
The Towering Inferno
1975 (48th)
One Flew Over the Cuckoo's Nest
Barry Lyndon
Dog Day Afternoon
Jaws
Nashville
1976 (49th)
Rocky
All the President's Men
Bound for Glory
Network
Taxi Driver
1977 (50th)
Annie Hall
The Goodbye Girl
Julia
Star Wars
The Turning Point
1978 (51st)
The Deer Hunter
Coming Home
Heaven Can Wait
Midnight Express
An Unmarried Woman
1979 (52nd)
Kramer vs. Kramer
All That Jazz
Apocalypse Now
Breaking Away
Norma Rae
1980s
1980 (53rd)
Ordinary People
Coal Miner's Daughter
The Elephant Man
Raging Bull
Tess
1981 (54th)
Chariots of Fire
Atlantic City
On Golden Pond
Raiders of the Lost Ark
Reds
1982 (55th)
Gandhi
E.T. the Extra-Terrestrial
Missing
Tootsie
The Verdict
1983 (56th)
Terms of Endearment
The Big Chill
The Dresser
The Right Stuff
Tender Mercies
1984 (57th)
Amadeus
The Killing Fields
A Passage to India
Places in the Heart
A Soldier's Story
1985 (58th)
Out of Africa
The Color Purple
Kiss of the Spider Woman
Prizzi's Honor
Witness
1986 (59th)
Platoon
Children of a Lesser God
Hannah and Her Sisters
The Mission
A Room with a View
1987 (60th)
The Last Emperor
Broadcast News
Fatal Attraction
Hope and Glory
Moonstruck
1988 (61st)
Rain Man
The Accidental Tourist
Dangerous Liaisons
Mississippi Burning
Working Girl
1989 (62nd)
Driving Miss Daisy
Born on the Fourth of July
Dead Poets Society
Field of Dreams
My Left Foot
1990s
1990 (63rd)
Dances with Wolves
Awakenings
Ghost
The Godfather Part III
Goodfellas
1991 (64th)
The Silence of the Lambs
Beauty and the Beast
Bugsy
JFK
The Prince of Tides
1992 (65th)
Unforgiven
The Crying Game
A Few Good Men
Howards End
Scent of a Woman
1993 (66th)
Schindler's List
The Fugitive
In the Name of the Father
The Piano
The Remains of the Day
1994 (67th)
Forrest Gump
Four Weddings and a Funeral
Pulp Fiction
Quiz Show
The Shawshank Redemption
1995 (68th)
Braveheart
Apollo 13
Babe
Il Postino
Sense and Sensibility
1996 (69th)
The English Patient
Fargo
Jerry Maguire
Secrets & Lies
Shine
1997 (70th)
Titanic
As Good as It Gets
The Full Monty
Good Will Hunting
L.A. Confidential
1998 (71st)
Shakespeare in Love
Elizabeth
Life Is Beautiful
Saving Private Ryan
The Thin Red Line
1999 (72nd)
American Beauty
The Cider House Rules
The Green Mile
The Insider
The Sixth Sense
2000s
2000 (73rd)
Gladiator
Chocolat
Crouching Tiger, Hidden Dragon
Erin Brockovich
Traffic
2001 (74th)
A Beautiful Mind
Gosford Park
In the Bedroom
The Lord of the Rings: The Fellowship of the Ring
Moulin Rouge!
2002 (75th)
Chicago
Gangs of New York
The Hours
The Lord of the Rings: The Two Towers
The Pianist
2003 (76th)
The Lord of the Rings: The Return of the King
Lost in Translation
Master and Commander: The Far Side of the World
Mystic River
Seabiscuit
2004 (77th)
Million Dollar Baby
The Aviator
Finding Neverland
Ray
Sideways
2005 (78th)
Crash
Brokeback Mountain
Capote
Good Night, and Good Luck
Munich
2006 (79th)
The Departed
Babel
Letters from Iwo Jima
Little Miss Sunshine
The Queen
2007 (80th)
No Country for Old Men
Atonement
Juno
Michael Clayton
There Will Be Blood
2008 (81st)
Slumdog Millionaire
The Curious Case of Benjamin Button
Frost/Nixon
Milk
The Reader
2009 (82nd)
The Hurt Locker
Avatar
The Blind Side
District 9
An Education
Inglourious Basterds
Precious: Based on the Novel "Push" by Sapphire
A Serious Man
Up
Up in the Air
2010s
2010
127 Hours
Black Swan
The Fighter
Inception
The Kids are All Right
The King's Speech
The Social Network
Toy Story 3
True Grit
Winter's Bone
2011
The Artist
The Descendants
Extremely Loud and Incredibly Close
The Help
Hugo
Midnight in Paris
Moneyball
The Tree of Life
War Horse