Chicago Movies, Movies about Chicago

Here we've displayed a list of the best Chicago films : The Sting(1973), Hoop Dreams(1994), Some Like It Hot(1959), I Am a Fugitive From a Chain Gang(1932), A Raisin in the Sun(1961), Indestructible(2007), Anita O'Day: The Life of a Jazz Singer(2007), The Untouchables(1987), The Fugitive(1993), Days of Heaven(1978), Scarface(1932), Nightmare Alley(1947) ... ...

star 8.3/10
The Sting poster trailer Watch Trailer

The Sting

Two grifters team up to pull off the ultimate con.

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star 8.3/10
Hoop Dreams poster trailer Watch Trailer

Hoop Dreams

A film following the lives of two inner-city Chicago boys who struggle to become college basketball players on the road to going professional.

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star 8.2/10
Some Like It Hot poster trailer Watch Trailer

Some Like It Hot

After two male musicians witness a mob hit, they flee the state in an all-female band disguised as women, but further complications set in.

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star 8.2/10
I Am a Fugitive From a Chain Gang poster trailer Watch Trailer

I Am a Fugitive From a Chain Gang

Wrongly convicted James Allen serves in the intolerable conditions of a southern chain gang, which later comes back to haunt him.

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star 8.0/10
A Raisin in the Sun poster trailer Watch Trailer

A Raisin in the Sun

A substantial insurance payment could mean either financial salvation or personal ruin for a poor black family.

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star 7.9/10
Indestructible poster

Indestructible

Diagnosed with ALS, a fatal neurodegenerative disease, film-maker Ben Byer starts documenting his life. One of the most intimate and powerful films you will encounter on a degenerative illness.

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star 7.9/10
Anita O'Day: The Life of a Jazz Singer poster trailer Watch Trailer

Anita O'Day: The Life of a Jazz Singer

A tribute to jazz diva Anita O'Day, completed just weeks before her death in November 2006.

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star 7.9/10
The Untouchables poster trailer Watch Trailer

The Untouchables

During the era of Prohibition in the United States, Federal Agent Eliot Ness sets out to stop ruthless Chicago gangster Al Capone and, because of rampant corruption, assembles a small, hand-picked team to help him.

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star 7.8/10
The Fugitive poster trailer Watch Trailer

The Fugitive

Dr. Richard Kimble, unjustly accused of murdering his wife, must find the real killer while being the target of a nationwide manhunt led by a seasoned U.S. Marshal.

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star 7.8/10
Days of Heaven poster trailer Watch Trailer

Days of Heaven

A hot-tempered farm laborer convinces the woman he loves to marry their rich but dying boss so that they can have a claim to his fortune.

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star 7.8/10
Scarface poster trailer Watch Trailer

Scarface

An ambitious and nearly insane violent gangster climbs the ladder of success in the mob, but his weaknesses prove to be his downfall.

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star 7.8/10
Nightmare Alley poster

Nightmare Alley

The rise and fall of Stanton Carlisle, a mentalist whose lies and deceit prove to be his downfall.

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star 7.8/10
Ferris Bueller's Day Off poster trailer Watch Trailer

Ferris Bueller's Day Off

A high school wise guy is determined to have a day off from school, despite what the Principal thinks of that.

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star 7.7/10
The Public Enemy poster trailer Watch Trailer

The Public Enemy

An Irish-American street punk tries to make it big in the world of organized crime.

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star 7.7/10
The Narrow Margin poster trailer Watch Trailer

The Narrow Margin

A woman planning to testify against the mob must be protected against their assassins on the train trip from Chicago to Los Angeles.

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star 7.7/10
Road to Perdition poster trailer Watch Trailer

Road to Perdition

A mob enforcer's son witnesses a murder, forcing him and his father to take to the road, and his father down a path of redemption and revenge.

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star 7.6/10
Planes, Trains and Automobiles poster trailer Watch Trailer

Planes, Trains and Automobiles

A man must struggle to travel home for Thanksgiving with a lovable oaf of a shower curtain ring salesman as his only companion.

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Westward the Women poster

Westward the Women

A trail guide escorts a group of women from Chicago to California to marry men that have recently began settling there.

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star 7.6/10
Sons of the Desert poster

Sons of the Desert

When Stan and Ollie trick their wives into thinking that they are taking a medicinal cruise while they're actually going to a convention, the wives find out the truth the hard way.

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star 7.6/10
Home Alone poster trailer Watch Trailer

Home Alone

An eight-year-old troublemaker must protect his house from a pair of burglars when he is accidentally left home alone by his family during Christmas vacation.

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star 7.5/10
Wild Boys of the Road poster

Wild Boys of the Road

In the depths of the Depression, two teenage boys strike out on their own in order to help their struggling parents and find life on the road tougher than expected.

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star 7.5/10
Love Jones poster trailer Watch Trailer

Love Jones

Darius Lovehall is a young black poet in Chicago who starts dating Nina Mosley, a beautiful and talented photographer. While trying to figure out if they've got a "love thing" or are just "... See full summary »

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star 7.5/10
Inside Llewyn Davis poster trailer Watch Trailer

Inside Llewyn Davis

A week in the life of a young singer as he navigates the Greenwich Village folk scene of 1961.

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star 7.5/10
August Rush poster trailer Watch Trailer

August Rush

An orphaned musical prodigy uses his gift to try to find his birth parents.

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star 7.5/10
The Big Sick poster trailer Watch Trailer

The Big Sick

Pakistan-born comedian Kumail Nanjiani and grad student Emily Gardner fall in love but struggle as their cultures clash. When Emily contracts a mysterious illness, Kumail finds himself forced to face her feisty parents, his family's expectations, and his true feelings.

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star 7.5/10
I Am Trying to Break Your Heart poster trailer Watch Trailer

I Am Trying to Break Your Heart

First-time filmmaker and award-winning photographer Sam Jones documents the recording of Wilco's album, "Yankee Hotel Foxtrot."

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star 7.5/10
High Fidelity poster trailer Watch Trailer

High Fidelity

Rob, a record store owner and compulsive list maker, recounts his top five breakups, including the one in progress.

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star 7.4/10
Thief poster trailer Watch Trailer

Thief

A former ace safe-cracker is trying to go straight--if he can score one last big heist for the mob.

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star 7.4/10
Harry and Tonto poster

Harry and Tonto

When his apartment building is torn down, a retired lifelong New Yorker goes on a cross-country odyssey with his beloved cat Tonto.

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star 7.4/10
Show Boat poster trailer Watch Trailer

Show Boat

Despite her mother's objections, the naive young daughter of a show boat captain is thrust into the limelight as the company's new leading lady.

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