Rethinking 10 past Oscar best pictures — and what should have won

Brian Truitt

After 90 years of Oscar best pictures, the Academy's bound to get one wrong now and then.

Sometimes fate steps in: Remember Envelopegate? At the 2017 Academy Awards, the musical "La La Land" was named best picture – and then it wasn't, when the correct envelope revealed indie drama "Moonlight" as the true winner. As if the gods of cinema inserted themselves to make sure the right movie was honored rather than the one with the guy trying to save jazz.

Or you have a situation like this year's ceremony, where there are so many movies that could win that chances are high a bunch of people will be disappointed one way or another. "And the Oscar goes to ... 'Bohemian Rhapsody'!" could be a line that launches a legion of angry Twitter missives.

"La La Land" producer Jordan Horowitz (left, with Warren Beatty) shows the envelope revealing "Moonlight" as the true winner of best picture at the 2017 Oscars.

On the eve of another movie joining the hallowed ranks at the 91st Oscars (ABC, Sunday, 8 ET/5 PT), we're rethinking past works deemed best picture and the films that should have conquered them.

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Media mogul Charles Foster Kane (Orson Welles) campaigns for governor in "Citizen Kane."


Did win: "How Green Was My Valley"

Should have won: "Citizen Kane"

Perhaps the most egregious mistake came relatively early in Oscars history, with John Ford's coal-country drama – which took five Academy Awards to a lone "Kane" screenplay win – getting the nod over Orson Welles' epic about an eccentric media mogul that is widely regarded as the best movie ever made

Father Merrin (Max von Sydow) tries to help a possessed girl (Linda Blair) in "The Exorcist."


Did win: "The Sting"

Should have won: "The Exorcist"

Both were huge hits that came in with 10 nominations, and Robert Redford and Paul Newman's ragtime-tinged con-man caper was the safe choice. "The Exorcist" was the true standout, a fright-fest masterpiece about faith and innocence that's scared the socks off folks for four decades.

An Army officer (Martin Sheen) is assigned to find a colonel who's gone rogue in "Apocalypse Now."


Did win: "Kramer vs. Kramer"

Should have won: "Apocalypse Now"

Not to take anything away from the wrenching look at divorce with Dustin Hoffman and Meryl Streep, but "Apocalypse Now" was unlike any war film that came before it, an operatic and grandiose episode that delved into the horrors, physical and otherwise, inherent on the battlefield.

Harrison Ford starred as adventurous archaeologist Indiana Jones in "Raiders of the Lost Ark."


Did win: "Chariots of Fire" 

Should have won: "Raiders of the Lost Ark"

One was a true-life story of Olympic athletes that we remember now mostly because of its catchy theme song. The other was a rip-roaring, two-fisted and hugely influential ode to the serial adventures of yesteryear — with an adventurous archaeologist on the hunt for the Ark of the Covenant — that took pop culture by storm. And a "Raiders" win would have been a game-changer for blockbusters.

Whoopi Goldberg stars as a woman struggling with equality in the South in "The Color Purple."


Did win: "Out of Africa"

Should have won: "The Color Purple"

The epic romance with Robert Redford and Meryl Streep in colonial Kenya won over Oscar voters but not critics, who gave "Africa" mixed reviews. The Academy whiffed by not honoring a film with Whoopi Goldberg's Golden Globe-winning performance, Oprah Winfrey's high-profile Hollywood debut and Steven Spielberg's honest exploration of racism, sexism and domestic violence in the early 20th century.

Kevin Costner (left) headed up the baseball drama "Field of Dreams."


Did win: "Driving Miss Daisy"

Should have won: "Field of Dreams"

The pairing of Jessica Tandy and Morgan Freeman in a heartwarming dramedy about an elderly white woman and her African-American driver took down "Born on the Fourth of July," "My Left Foot" and "Dead Poets Society." Good movies all around, but none as excellent as the corn-fed Kevin Costner fantasy that captured the wonders of baseball and, yes, dreams.

Uma Thurman played a gangster's wife in "Pulp Fiction."


Did win: "Forrest Gump"

Should have won: "Pulp Fiction"

Tom Hanks literally running through history in the overly earnest "Gump" is what the Oscars, at least back in the day, lived for. Not so much Quentin Tarantino's genre mash-up "Pulp Fiction," an ultraviolent, narratively complex cultural phenomenon that wasn't just the best picture that year but arguably of the entire decade.

A pregnant Minnesota police chief (Frances McDormand) finds a dead body in "Fargo."


Did win: "The English Patient"

Should have won: "Fargo"

Anthony Minghella's romantic World War II drama is a fine film, though it tests viewers' patience over the course of three hours. On the other hand, "Fargo" spawned a TV series and a fandom for the Coen brothers' winningly quirky black comedy about murderous deeds and dimwits in snow-covered Minnesota.

Jake Gyllenhaal (left) and Heath Ledger are cowboys who fall for each other in "Brokeback Mountain."


Did win: "Crash"

Should have won: "Brokeback Mountain"

Paul Haggis' interwoven all-star drama about racial tensions in L.A., plagued by mixed reviews and complaints of stereotyping, has caught flak for more than 10 years as an Oscar fail. And it is, especially considering Ang Lee's timeless and resonant "Brokeback" was sitting right there, with Jake Gyllenhaal and the late Heath Ledger as cowboys in a forbidden love affair.

Natalie Portman stars as an obsessed ballerina in "Black Swan."


Did win: "The King's Speech"

Should have won: "Black Swan"

The consensus at the time was that period drama "King's Speech," with Colin Firth's George VI working through a troublesome stutter, pulled an upset on David Fincher's vaunted Facebook bio "The Social Network." Yet flying above both was the polarizing "Swan," Darren Aronofsky and Natalie Portman's weird and wonderful character study of an embattled ballerina.