10 Musicals That Won Best Picture at The Oscars, Ranked

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10 Musicals That Won Best Picture at The Oscars, Ranked
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From The Broadway Melody to West Side Story, these musicals won best picture at The Oscars.

In the history of the Academy Awards, only 10 musicals have ever won the top prize of Best Picture, and of those, only one was released post-1968. That might be enough to signify that the musical genre was at its peak a decent number of decades ago. But, then again, other musicals have proven successful at the Oscars, including Cabaret, which won eight Oscars , and La La Land, which won several Oscars and, for a few brief moments, seemed like it had won Best Picture .

9 'The Great Ziegfeld' The Broadway Melody was the first and worst musical to win Best Picture at the Oscars, with the second musical to win that prize - The Great Ziegfeld - being the second-worst, appropriately enough. It's an early biopic of sorts, centering on Flo Ziegfeld, a prominent Broadway producer whose revues were popular throughout the 20th century's early decades.

It's all distinctly old-fashioned in a way that might've even felt old-fashioned by the standards of the 1950s. It won big for its year of release, but beyond some of its technical qualities and the colorful visuals, there isn't a great deal about Gigi that feels endearing or engaging when watched today.

It follows a priest played by Bing Crosby who arrives at a parish and inspires a group of troubled boys, thanks to his youthful spirit and ability to see eye to eye with those from younger generations. It's formulaic and a touch too sentimental, but it's still pretty watchable overall, ticking all the boxes it needed to by the standards of mainstream cinema back in the mid-1940s.

4 'The Sound of Music' Just one year after My Fair Lady won Best Picture, The Sound of Music did the same, making this the only time two musicals won the main award at the Oscars two years in a row. It's also comparable to My Fair Lady in that it's very long, falling shy of three hours by just six minutes.

2 'Chicago' It's good that Chicago won Best Picture at the Oscars, because it truly was one of the best movies released in 2002. It's a comedic crime musical where much of it's set inside a female prison - specifically death row, where two women are willing to do whatever they can to make a scene and survive upcoming scheduled executions.

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