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Movies Like Chicago's South Side

Find movies like Chicago's South Side using TMDB similarity plus Movie Rankings community context. Our top current pick is Some Like It Hot. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.

These picks blend TMDB similar-title seeds with Movie Rankings community ranking context.

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Recommended If You Liked Chicago's South Side
TMDB Recommended

Some Like It Hot

1959

In Prohibition-era Chicago, musicians Joe and Jerry witness a mob hit, and flee the state in an all-female band disguised as Josephine and Daphne, but further complications set in.

TMDB Recommended

The Sting

1973

A novice con man teams up with an acknowledged master to avenge the murder of a mutual friend by pulling off the ultimate big con and swindling a fortune from a big-time mobster.

TMDB Recommended

The Blues Brothers

1980

Jake Blues, just released from prison, puts his old band back together to save the Catholic home where he and his brother Elwood were raised.

TMDB Recommended

The Sandlot

1993

During a summer of friendship and adventure, one boy becomes a part of the gang, nine boys become a team and their leader becomes a legend by confronting the terrifying mystery beyond the right field wall.

TMDB Recommended

Pavarotti

2019

Featuring never-before-seen footage, concert performances and intimate interviews, filmmaker Ron Howard examines the life and career of famed opera tenor Luciano Pavarotti.

TMDB Recommended

Manhattan Murder Mystery

1993

A middle-aged couple suspects foul play when their neighbor's wife suddenly drops dead.

TMDB Recommended

Queen of Katwe

2016

A young girl overcomes her disadvantaged upbringing in the slums of Uganda to become a Chess master.

TMDB Recommended

Breaking Away

1979

Dave, nineteen, has just graduated high school, with his three friends: the comical Cyril, the warm hearted but short-tempered Moocher, and the athletic, spiteful but good-hearted Mike. Now, Dave enjoys racing bikes and hopes to race the Italians one day, and even takes up the Italian culture, much to his friends' and parents' annoyance.

TMDB Recommended

In the Heights

2021

The story of Usnavi, a bodega owner who has mixed feelings about closing his store and retiring to the Dominican Republic or staying in Washington Heights.

TMDB Recommended

Ratcatcher

1999

James Gillespie is 12 years old. The world he knew is changing. Haunted by a secret, he has become a stranger in his own family. He is drawn to the canal where he creates a world of his own. He finds an awkward tenderness with Margaret Anne, a vulnerable 14 year old expressing a need for love in all the wrong ways, and befriends Kenny, who possesses an unusual innocence in spite of the harsh surroundings.

TMDB Recommended

Saint Judy

2018

The true story of immigration attorney Judy Wood and how she singlehandedly changed the U.S. law of asylum to save women's lives.

TMDB Recommended

Black Beauty

1994

The fates of horses, and the people who own and command them, are revealed as Black Beauty narrates the circle of his life.

TMDB Recommended

Tucker: The Man and His Dream

1988

Ypsilanti, Michigan, 1945. Engineer Preston Tucker dreams of designing the car of future, but his innovative envision will be repeatedly sabotaged by his own unrealistic expectations and the Detroit automobile industry tycoons.

TMDB Recommended

Meet the Browns

2008

A single mother living in inner city Chicago, Brenda has been struggling for years to make ends meet and keep her three kids off the street. When she's laid off with no warning, she starts losing hope for the first time - until a letter arrives announcing the death of a father she's never met. Desperate for any kind of help, Brenda takes her family to Georgia for the funeral, but nothing could have prepared her for the Browns, her father's fun-loving, crass Southern clan. In a small-town world full of long afternoons and country fairs, Brenda struggles to get to know the family she never knew existed... and finds a brand new romance that just might change her life.

TMDB Recommended

Carrie

1952

In the late 1890s, the ambitious, innocent Carrie arrives in Chicago’s South Side and stays with her nagging, dullish married sister. She then runs for help to traveling salesman Charles Drouet. She soon becomes his mistress, but falls in love with married restaurant manager George Hurstwood.

TMDB Recommended

The St. Valentine's Day Massacre

1967

Chicago February 14th 1929. Al Capone finally establishes himself as the city's boss of organised crime. In a north-side garage his hoods, dressed as policemen, surprise and mow down with machine-guns the key members of Bugs Moran's rival gang. The film traces the history of the incident, and the lives affected and in some cases ended by it.

TMDB Recommended

About My Father

2023

Encouraged by his girlfriend Ellie, Sebastian and his Italian immigrant father, Salvo, spend the 4th of July weekend with her wealthy and exceedingly eccentric family. The gathering soon develops into a culture clash, allowing father and son to discover the true meaning of family.

TMDB Recommended

Barbershop 2: Back in Business

2004

The continuing adventures of the barbers at Calvin's Barbershop. Gina, a stylist at the beauty shop next door, is now trying to cut in on his business. Calvin is again struggling to keep his father's shop and traditions alive--this time against urban developers looking to replace mom & pop establishments with name-brand chains. The world changes, but some things never go out of style--from current events and politics to relationships and love, you can still say anything you want at the barbershop.

What are the best movies like Chicago's South Side?

Some Like It Hot is the strongest current recommendation on this page for viewers looking for movies like Chicago's South Side.

How many recommendations are on the Chicago's South Side page?

This page currently lists 18 related titles for Chicago's South Side.

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This page refreshes whenever Movie Rankings rebuilds the related-title view for Chicago's South Side. It was last generated from site data on May 8, 2026.