Film The Best Movies Where The Main Characters Don't Live Happily Ever After  

Alexandra Plesa
540 votes 143 voters 4.7k views 14 items

List Rules Vote up the greatest movies where the main couple splits up.

Great movies about couples that break up are rare treats. After all, few viewers are willing to invest two hours rooting for a fictional relationship and then be disappointed when the two main characters can’t work things out. Accordingly, happy endings in romantic comedies are pretty much guaranteed. The couple falls in love, overcomes some sort of obstacle, and eventually walks off into the sunset.  

It can be incredibly refreshing, then, to stumble upon a movie that does not completely follow the normal formula. Indeed, realistic love stories are rare but welcome; they teach great lessons. You even learn something about your own relationships if you watch. Maybe happily-ever-afters aren't so important after all.

1 66 VOTES

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It's not a romantic movie, but Cast Away realistically depicts the relationship between Chuck and Kelly. Chuck disappears and is presumed dead, so Kelly moves on with her life, marrying another man. Upon Chuck’s return, they both profess their love for each other. And yet, too much has changed. Kelly is committed to her new family. It doesn't get more real (or heartbreaking) than this.

Actors: Tom Hanks, Helen Hunt, Chris Noth, Frederick W. Smith, Jenifer Lewis, + more

Initial Release: 2000

Directed by: Robert Zemeckis

Also Ranked

#46 on The Greatest Movies for Guys

#33 on The Top Tearjerker Movies That Make Men Cry

#24 on The Best Adventure Movies

#53 on The Greatest Epic Movies Ever Made

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2 77 VOTES

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In Edward Scissorhands, a gentle man with scissor hands is brought into a new community after living in isolation. Of course, he falls for a lovely girl. Even better, the girl looks past his disability and cares for him. And yet, their sweet romance must end. After a series of unfortunate events, they realize they can’t make it work and call it quits. Because let’s be real, dating a man with scissors instead of hands is incredibly impractical.

Actors: Johnny Depp, Winona Ryder, Vincent Price, Anthony Michael Hall, Alan Arkin, + more

Initial Release: 1990

Directed by: Tim Burton

Also Ranked

#51 on The Greatest Film Scores of All Time

#49 on The Best Movie Characters of All Time

#91 on The Most Rewatchable Movies

#35 on The Best Christmas Movies of All Time

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3 60 VOTES

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One of Hollywood's best epics, Gone with the Wind follows an incredibly feisty and selfish heroine. Scarlett O’Hara and Rhett Butler’s romance is the stuff of legends; and yet, she can’t let go of her feeling for Ashley - the one that got away. When Scarlett finally realizes Rhett is the man for her, it’s too late. He’s over the drama. Frankly, he doesn't give a darn. People won’t wait around for distracted lovers in the real world, either.

Actors: Clark Gable, Vivien Leigh, Olivia de Havilland, Hattie McDaniel, George Reeves, + more

Initial Release: 1939

Directed by: Sam Wood, George Cukor, Victor Fleming

Also Ranked

#84 on The Best War Movies Ever

#3 on The Very Best Oscar-Winning Movies

#39 on The Greatest Film Scores of All Time

#5 on Movies That Should Never Be Remade

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4 48 VOTES

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One of the most beloved American films of all time, Casablanca ends with the two star-crossed lovers parting ways. And while it may not be the happiest of conclusions, it makes a lot of sense. Ilsa and Rick have great chemistry, but they can't make things work in the long run. As Rick points out, she would eventually regret choosing him over her husband. Rick lets Ilsa go for the greater good. It's sad but incredibly poignant. 

Actors: Ingrid Bergman, Humphrey Bogart, Peter Lorre, Claude Rains, Paul Henreid, + more

Initial Release: 1942

Directed by: Michael Curtiz

Also Ranked

#44 on The Best War Movies Ever

#8 on The Very Best Oscar-Winning Movies

#61 on The Greatest Film Scores of All Time

#4 on The Greatest Date Movies of All Time

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