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Oscar Winners And (Surprising) Losers From The Last 88 Years

Created on Feb 23, 2016 by Kathy Pinna

These actors and actresses were giants in the Hollywood pantheon - some won Oscars, some were nominated, and some of these celebrities were passed over entirely.

I think in hindsight some of these 'losers' were really winners. Remembering some of the greats from Hollywood history...

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Visual history of Hollywood actors & actresses from the past

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First female Academy Award winner

Janet Gaynor won Best Actress in 1929
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She won for her performance in 3 films that year - the only actress to have done this. They were 7th Heaven (1927), Sunrise: A Song of Two Humans (1927), and Street Angel (1928).

Co-founder of United Artists and the Academy of Motion Pictures

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Mary Pickford was known as 'America's Sweetheart' on the silent screen. She won 2 Oscars - Best Actress in 1930 and an Honorary Oscar in 1976.

Known as The Vamp in silent films

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Theda Bera retired in 1926 just before the Oscars' first year.

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From American Graffiti to this . . .

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George Lucas and Obi Wan Kenobi star Alec Guinness. George has been nominated 3 times and has won once, Alec was nominated 6 times and won twice.

The highest paid Hollywood actress in the 1930's

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Constance Bennett starred with Cary Grant in the 1937 two time Oscar nominated film Topper. She acted in dozens of films and was married five times before her death in 1965. Seems Hollywood has always been famous for short lived marriages.

The King of Cowboys - Roy Rogers

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Roy Rogers with his third wife Dale Evans in 1952. Roy appeared in over 100 movies but never received an Academy Award nomination.

The 'love goddess' of the 1940's, Rita Hayworth

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Rita’s co stars won Oscars for 'Separate Tables' but the legendary actress never added an Oscar to her name.

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The First Lady of the American Theater

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Ethel Barrymore, Best Supporting Actress in 1944, is the great aunt of Drew Barrymore.

Gone with the Wind’s Rhett Butler - need we say more?

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Clark Gable at a tennis match with his wife Carole Lombard - he won for Best Actor for the movie 'It Happened One Night'.

The Chairman of the Board aka Ol’ Blue Eyes & Laurence Harvey

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Frank Sinatra and Laurence Harvey in The Manchurian Candidate. Sinatra won a Best Supporting Actor award in 1954 and Laurence was nominated for one Oscar.

Some Like It Hot!

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Marilyn Monroe - she was never nominated although she was one of the most popular actresses of all time.

She and sister Lillian were huge stars in silent films

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Dorothy Gish retired from films in 1930. She was a silent film comedian who only made one ‘talkie’ and effectively retired before the Oscars began.

Andy Hardy and his singing co star

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Mickey Rooney and Judy Garland - Mickey was nominated 6 times, won twice; Judy was nominated 3 times and won once.

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M-I-C-K-E-Y . . . or Beach Blanket Bingo

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Annette Funicello was an original Mouseketeer and while successful on screen was never nominated for an Oscar.

Bugs Bunny, Daffy Duck, Tweety Bird, Foghorn Leghorn, Pepe Le Pew . . .

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Mel Blanc - the man of a thousand voices - another (voice) actor who was never nominated - even for special effects.

George Clooney’s Aunt - Rosemary Clooney

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Although Rosemary was nominated for 3 Emmys, she was never nominated for an Oscar. Her nephew George has been nominated eight times and has won twice.

Named the 2nd greatest actor of Hollywood's Golden Age, Cary Grant

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Cary Grant, real name Archibald Leach, was nominated for two Oscars but didn't win. He won an honorary Oscar in 1970.

Fang and Groucho glasses

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Phyllis Diller and Groucho Marx - Groucho won an honorary Oscar in 1973 for the Marx Brothers films and although Phyllis won lots of other awards, she never won an Oscar.

The original Hollywood gossip columnist

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Hedda Hopper was an influential columnist in Hollywood and was portrayed by an Oscar winner - Helen Mirren - in the movie 'Trumbo'.

We love you Scarlett!

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Vivien Leigh won two Oscars - one for Gone With The Wind and one for A Streetcar Named Desire.

Did you know? The first Academy Awards ceremony was a private function that drew an audience of 270 people in 1929. Fifteen awards were presented and the ceremony ran only 15 minutes! In contrast, the 88th Academy Awards show in 2016 drew a television audience of about 34.4 million people, there were 24 categories in which Oscars were presented, and the show went well over 3 hours.


Have photos that you'd like to see included? Share your photos, or click "next page" to see some beloved celebrities that we've lost.

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